JPS62881B2 - - Google Patents
Info
- Publication number
- JPS62881B2 JPS62881B2 JP2956478A JP2956478A JPS62881B2 JP S62881 B2 JPS62881 B2 JP S62881B2 JP 2956478 A JP2956478 A JP 2956478A JP 2956478 A JP2956478 A JP 2956478A JP S62881 B2 JPS62881 B2 JP S62881B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- iodo
- propyne
- compound
- substituent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 cyanoacetyl group Chemical group 0.000 claims description 89
- 150000001875 compounds Chemical class 0.000 claims description 29
- 230000000843 anti-fungal effect Effects 0.000 claims description 14
- 229940121375 antifungal agent Drugs 0.000 claims description 14
- 125000005843 halogen group Chemical group 0.000 claims description 12
- 125000001424 substituent group Chemical group 0.000 claims description 10
- 239000002424 termiticide Substances 0.000 claims description 8
- 230000002421 anti-septic effect Effects 0.000 claims description 7
- 125000002252 acyl group Chemical group 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 5
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 125000006678 phenoxycarbonyl group Chemical group 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 125000004434 sulfur atom Chemical group 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 239000002023 wood Substances 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- 238000009472 formulation Methods 0.000 description 10
- 239000003755 preservative agent Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 230000002335 preservative effect Effects 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000000417 fungicide Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 241000233866 Fungi Species 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000000443 aerosol Substances 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- GILKVTZWTVOGJV-UHFFFAOYSA-N 1-iodoprop-2-yn-1-ol Chemical compound OC(I)C#C GILKVTZWTVOGJV-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 241000256602 Isoptera Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000007605 air drying Methods 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- 238000000921 elemental analysis Methods 0.000 description 3
- 239000005457 ice water Substances 0.000 description 3
- 239000000077 insect repellent Substances 0.000 description 3
- 238000002372 labelling Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- DAQOCQOTMNGLSN-UHFFFAOYSA-N 3-iodoprop-2-ynyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCC#CI DAQOCQOTMNGLSN-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 241001149956 Cladosporium herbarum Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000004566 building material Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 238000010898 silica gel chromatography Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- 239000003171 wood protecting agent Substances 0.000 description 2
- MKNJWAXSYGAMGJ-UHFFFAOYSA-N (2,3,4,5,6-pentachlorophenyl) dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl MKNJWAXSYGAMGJ-UHFFFAOYSA-N 0.000 description 1
- COPHGKSLUXDLPA-HZJYTTRNSA-N (6z,9z)-18-(3-iodoprop-2-ynoxy)octadeca-6,9-diene Chemical compound CCCCC\C=C/C\C=C/CCCCCCCCOCC#CI COPHGKSLUXDLPA-HZJYTTRNSA-N 0.000 description 1
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- UTQNKKSJPHTPBS-UHFFFAOYSA-N 2,2,2-trichloroethanone Chemical group ClC(Cl)(Cl)[C]=O UTQNKKSJPHTPBS-UHFFFAOYSA-N 0.000 description 1
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- MFPWUQYUEBRWLS-UHFFFAOYSA-N 2-ethylhexyl 3-iodoprop-2-ynyl carbonate Chemical compound CCCCC(CC)COC(=O)OCC#CI MFPWUQYUEBRWLS-UHFFFAOYSA-N 0.000 description 1
- HDECRAPHCDXMIJ-UHFFFAOYSA-N 2-methylbenzenesulfonyl chloride Chemical compound CC1=CC=CC=C1S(Cl)(=O)=O HDECRAPHCDXMIJ-UHFFFAOYSA-N 0.000 description 1
- UNSAJINGUOTTRA-UHFFFAOYSA-N 3-(3-bromophenyl)prop-2-yn-1-ol Chemical compound OCC#CC1=CC=CC(Br)=C1 UNSAJINGUOTTRA-UHFFFAOYSA-N 0.000 description 1
- QQFMWGWROGCSNW-WJPDYIDTSA-N 3-iodoprop-2-ynyl (2e,4e)-hexa-2,4-dienoate Chemical compound C\C=C\C=C\C(=O)OCC#CI QQFMWGWROGCSNW-WJPDYIDTSA-N 0.000 description 1
- NUNDLMBNWYIXCW-DUXPYHPUSA-N 3-iodoprop-2-ynyl (e)-but-2-enoate Chemical compound C\C=C\C(=O)OCC#CI NUNDLMBNWYIXCW-DUXPYHPUSA-N 0.000 description 1
- PCUOYXVUFHFSTI-UHFFFAOYSA-N 3-iodoprop-2-ynyl 11-bromoundecanoate Chemical compound BrCCCCCCCCCCC(=O)OCC#CI PCUOYXVUFHFSTI-UHFFFAOYSA-N 0.000 description 1
- XVNRVHKJHIVPNJ-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2,2-dichloroacetate Chemical compound ClC(Cl)C(=O)OCC#CI XVNRVHKJHIVPNJ-UHFFFAOYSA-N 0.000 description 1
- SCAVQVOJFSOTKP-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2,2-dimethylpropanoate Chemical compound CC(C)(C)C(=O)OCC#CI SCAVQVOJFSOTKP-UHFFFAOYSA-N 0.000 description 1
- CPLAFHFBEDCJCX-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2,5-dichlorobenzenesulfonate Chemical compound ClC1=CC=C(Cl)C(S(=O)(=O)OCC#CI)=C1 CPLAFHFBEDCJCX-UHFFFAOYSA-N 0.000 description 1
- RYJOHJSQIKFRAV-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-(2,4-dichlorophenoxy)acetate Chemical compound ClC1=CC=C(OCC(=O)OCC#CI)C(Cl)=C1 RYJOHJSQIKFRAV-UHFFFAOYSA-N 0.000 description 1
- KVUKOHXJQPLRFM-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-(4-chlorophenoxy)acetate Chemical compound ClC1=CC=C(OCC(=O)OCC#CI)C=C1 KVUKOHXJQPLRFM-UHFFFAOYSA-N 0.000 description 1
- KKMLNGKLUIUFTO-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-bromo-3-methylbutanoate Chemical compound CC(C)C(Br)C(=O)OCC#CI KKMLNGKLUIUFTO-UHFFFAOYSA-N 0.000 description 1
- CAAVEFWIUNFDLK-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-bromoacetate Chemical compound BrCC(=O)OCC#CI CAAVEFWIUNFDLK-UHFFFAOYSA-N 0.000 description 1
- KZJWHZKDQSYZSK-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-bromobenzoate Chemical compound BrC1=CC=CC=C1C(=O)OCC#CI KZJWHZKDQSYZSK-UHFFFAOYSA-N 0.000 description 1
- AHFXMZNCWCCPSU-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-bromobutanoate Chemical compound CCC(Br)C(=O)OCC#CI AHFXMZNCWCCPSU-UHFFFAOYSA-N 0.000 description 1
- QCDPMXWAEFHQIW-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-bromopentanoate Chemical compound CCCC(Br)C(=O)OCC#CI QCDPMXWAEFHQIW-UHFFFAOYSA-N 0.000 description 1
- JEROFKVRISJUAV-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-chloroacetate Chemical compound ClCC(=O)OCC#CI JEROFKVRISJUAV-UHFFFAOYSA-N 0.000 description 1
- RVIFIOKPGHFMMK-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-chlorobenzoate Chemical compound ClC1=CC=CC=C1C(=O)OCC#CI RVIFIOKPGHFMMK-UHFFFAOYSA-N 0.000 description 1
- RWCUPYPYNAJXTC-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-chlorobutanoate Chemical compound CCC(Cl)C(=O)OCC#CI RWCUPYPYNAJXTC-UHFFFAOYSA-N 0.000 description 1
- QRUAIVNTDCEQCY-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-cyanoacetate Chemical compound IC#CCOC(=O)CC#N QRUAIVNTDCEQCY-UHFFFAOYSA-N 0.000 description 1
- ZDXPWTMILRZACK-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-ethylbutanoate Chemical compound CCC(CC)C(=O)OCC#CI ZDXPWTMILRZACK-UHFFFAOYSA-N 0.000 description 1
- LXTNWFDYPQODNB-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OCC#CI LXTNWFDYPQODNB-UHFFFAOYSA-N 0.000 description 1
- MLEDGWHOSPIKOY-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-iodobenzoate Chemical compound IC#CCOC(=O)C1=CC=CC=C1I MLEDGWHOSPIKOY-UHFFFAOYSA-N 0.000 description 1
- QSVRSZNMUGBBOL-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-methoxybenzoate Chemical compound COC1=CC=CC=C1C(=O)OCC#CI QSVRSZNMUGBBOL-UHFFFAOYSA-N 0.000 description 1
- MJVYAPBQLRBBLH-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-methyl-3-nitrobenzoate Chemical compound CC1=C(C(=O)OCC#CI)C=CC=C1[N+]([O-])=O MJVYAPBQLRBBLH-UHFFFAOYSA-N 0.000 description 1
- OOOCSWPNBQXCTH-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-methylbenzoate Chemical compound CC1=CC=CC=C1C(=O)OCC#CI OOOCSWPNBQXCTH-UHFFFAOYSA-N 0.000 description 1
- HDDLZAKHAOXDHL-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-methylbutanoate Chemical compound CCC(C)C(=O)OCC#CI HDDLZAKHAOXDHL-UHFFFAOYSA-N 0.000 description 1
- JEZHVFOATQBTHM-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-methylpentanoate Chemical compound CCCC(C)C(=O)OCC#CI JEZHVFOATQBTHM-UHFFFAOYSA-N 0.000 description 1
- AUWUIAVPMYQTNH-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-methylpentyl carbonate Chemical compound CCCC(C)COC(=O)OCC#CI AUWUIAVPMYQTNH-UHFFFAOYSA-N 0.000 description 1
- BMGYXLRUPUPWGT-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-methylpropanoate Chemical compound CC(C)C(=O)OCC#CI BMGYXLRUPUPWGT-UHFFFAOYSA-N 0.000 description 1
- YYLVTRDYXYYKIO-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-methylpropyl carbonate Chemical compound CC(C)COC(=O)OCC#CI YYLVTRDYXYYKIO-UHFFFAOYSA-N 0.000 description 1
- PCSGXNNUSOOQMD-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-phenoxybutanoate Chemical compound IC#CCOC(=O)C(CC)OC1=CC=CC=C1 PCSGXNNUSOOQMD-UHFFFAOYSA-N 0.000 description 1
- MIVDVFNUSOHBFB-UHFFFAOYSA-N 3-iodoprop-2-ynyl 2-phenylacetate Chemical compound IC#CCOC(=O)CC1=CC=CC=C1 MIVDVFNUSOHBFB-UHFFFAOYSA-N 0.000 description 1
- XUYZPMGVYZVMCL-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3,4-dimethylbenzoate Chemical compound CC1=CC=C(C(=O)OCC#CI)C=C1C XUYZPMGVYZVMCL-UHFFFAOYSA-N 0.000 description 1
- CIGQELCSLGTLNC-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3,5,5-trimethylhexyl carbonate Chemical compound CC(C)(C)CC(C)CCOC(=O)OCC#CI CIGQELCSLGTLNC-UHFFFAOYSA-N 0.000 description 1
- DNGNJSWAEXDYAH-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-bromobenzoate Chemical compound BrC1=CC=CC(C(=O)OCC#CI)=C1 DNGNJSWAEXDYAH-UHFFFAOYSA-N 0.000 description 1
- QTZMCIFXWIPTRV-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-chlorobenzoate Chemical compound ClC1=CC=CC(C(=O)OCC#CI)=C1 QTZMCIFXWIPTRV-UHFFFAOYSA-N 0.000 description 1
- LDZOVEILPQSFLJ-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-chlorobutanoate Chemical compound CC(Cl)CC(=O)OCC#CI LDZOVEILPQSFLJ-UHFFFAOYSA-N 0.000 description 1
- ARTRMIOWYUCBNO-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-chloropropanoate Chemical compound ClCCC(=O)OCC#CI ARTRMIOWYUCBNO-UHFFFAOYSA-N 0.000 description 1
- FKQUDOZFEKFTMM-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-cyanobenzoate Chemical compound IC#CCOC(=O)C1=CC=CC(C#N)=C1 FKQUDOZFEKFTMM-UHFFFAOYSA-N 0.000 description 1
- GTIBHZMKVADBAR-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-fluorobenzoate Chemical compound FC1=CC=CC(C(=O)OCC#CI)=C1 GTIBHZMKVADBAR-UHFFFAOYSA-N 0.000 description 1
- DHBPBHDLZBTHNZ-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-methoxybenzoate Chemical compound COC1=CC=CC(C(=O)OCC#CI)=C1 DHBPBHDLZBTHNZ-UHFFFAOYSA-N 0.000 description 1
- LQTUGNHYSYMLED-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-methylbenzoate Chemical compound CC1=CC=CC(C(=O)OCC#CI)=C1 LQTUGNHYSYMLED-UHFFFAOYSA-N 0.000 description 1
- HYTHUXBBKFFFRP-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-methylbutanoate Chemical compound CC(C)CC(=O)OCC#CI HYTHUXBBKFFFRP-UHFFFAOYSA-N 0.000 description 1
- RJSMBSLEYLCFEV-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-methylbutyl carbonate Chemical compound CC(C)CCOC(=O)OCC#CI RJSMBSLEYLCFEV-UHFFFAOYSA-N 0.000 description 1
- RLQHLKDJYHBMEY-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-nitrobenzoate Chemical compound [O-][N+](=O)C1=CC=CC(C(=O)OCC#CI)=C1 RLQHLKDJYHBMEY-UHFFFAOYSA-N 0.000 description 1
- XTEZXPFGCNTKRN-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-phenylprop-2-enoate Chemical compound IC#CCOC(=O)C=CC1=CC=CC=C1 XTEZXPFGCNTKRN-UHFFFAOYSA-N 0.000 description 1
- JIUMQBFFDMADOU-UHFFFAOYSA-N 3-iodoprop-2-ynyl 3-phenylpropanoate Chemical compound IC#CCOC(=O)CCC1=CC=CC=C1 JIUMQBFFDMADOU-UHFFFAOYSA-N 0.000 description 1
- LCVMGGPEWSDALD-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-bromobenzenesulfonate Chemical compound BrC1=CC=C(S(=O)(=O)OCC#CI)C=C1 LCVMGGPEWSDALD-UHFFFAOYSA-N 0.000 description 1
- MCGBDHZQLQTKMH-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-bromobenzoate Chemical compound BrC1=CC=C(C(=O)OCC#CI)C=C1 MCGBDHZQLQTKMH-UHFFFAOYSA-N 0.000 description 1
- DZWNLWZYIKYHOT-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-chlorobenzenesulfonate Chemical compound ClC1=CC=C(S(=O)(=O)OCC#CI)C=C1 DZWNLWZYIKYHOT-UHFFFAOYSA-N 0.000 description 1
- KOOTVSXLMXTOER-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-chlorobenzoate Chemical compound ClC1=CC=C(C(=O)OCC#CI)C=C1 KOOTVSXLMXTOER-UHFFFAOYSA-N 0.000 description 1
- BJMAIAVVPRPLKH-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-chlorobutanoate Chemical compound ClCCCC(=O)OCC#CI BJMAIAVVPRPLKH-UHFFFAOYSA-N 0.000 description 1
- XFHJSYGAWLJLIM-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-cyanobenzoate Chemical compound IC#CCOC(=O)C1=CC=C(C#N)C=C1 XFHJSYGAWLJLIM-UHFFFAOYSA-N 0.000 description 1
- SVFFHHCBSGSYFX-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-fluorobenzenesulfonate Chemical compound FC1=CC=C(S(=O)(=O)OCC#CI)C=C1 SVFFHHCBSGSYFX-UHFFFAOYSA-N 0.000 description 1
- PIIFIHSIEGGMJM-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-fluorobenzoate Chemical compound FC1=CC=C(C(=O)OCC#CI)C=C1 PIIFIHSIEGGMJM-UHFFFAOYSA-N 0.000 description 1
- GUQVULROMOPQCL-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-iodobenzoate Chemical compound IC#CCOC(=O)C1=CC=C(I)C=C1 GUQVULROMOPQCL-UHFFFAOYSA-N 0.000 description 1
- VEJNYKMDUSZJKZ-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-methoxybenzoate Chemical compound COC1=CC=C(C(=O)OCC#CI)C=C1 VEJNYKMDUSZJKZ-UHFFFAOYSA-N 0.000 description 1
- HEFKXWFKPSYLHJ-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-methylbenzenesulfonate Chemical compound CC1=CC=C(S(=O)(=O)OCC#CI)C=C1 HEFKXWFKPSYLHJ-UHFFFAOYSA-N 0.000 description 1
- PXNZWRGLUDYDQG-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-methylbenzoate Chemical compound CC1=CC=C(C(=O)OCC#CI)C=C1 PXNZWRGLUDYDQG-UHFFFAOYSA-N 0.000 description 1
- FWOUGZGGEPJPIC-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-methylpentan-2-yl carbonate Chemical compound CC(C)CC(C)OC(=O)OCC#CI FWOUGZGGEPJPIC-UHFFFAOYSA-N 0.000 description 1
- HTQWZERMZCGRSH-UHFFFAOYSA-N 3-iodoprop-2-ynyl 4-nitrobenzoate Chemical compound [O-][N+](=O)C1=CC=C(C(=O)OCC#CI)C=C1 HTQWZERMZCGRSH-UHFFFAOYSA-N 0.000 description 1
- KMPSPECZOAASEC-UHFFFAOYSA-N 3-iodoprop-2-ynyl acetate Chemical compound CC(=O)OCC#CI KMPSPECZOAASEC-UHFFFAOYSA-N 0.000 description 1
- QWSOQRCIADFUOQ-UHFFFAOYSA-N 3-iodoprop-2-ynyl benzenesulfonate Chemical compound IC#CCOS(=O)(=O)C1=CC=CC=C1 QWSOQRCIADFUOQ-UHFFFAOYSA-N 0.000 description 1
- GCLACSRVLWDZDD-UHFFFAOYSA-N 3-iodoprop-2-ynyl benzoate Chemical compound IC#CCOC(=O)C1=CC=CC=C1 GCLACSRVLWDZDD-UHFFFAOYSA-N 0.000 description 1
- HLRZACDHFDKCPI-UHFFFAOYSA-N 3-iodoprop-2-ynyl butane-1-sulfonate Chemical compound CCCCS(=O)(=O)OCC#CI HLRZACDHFDKCPI-UHFFFAOYSA-N 0.000 description 1
- YPLLZQSPNYJNLB-UHFFFAOYSA-N 3-iodoprop-2-ynyl butanoate Chemical compound CCCC(=O)OCC#CI YPLLZQSPNYJNLB-UHFFFAOYSA-N 0.000 description 1
- BVAUTRGIRYUWCL-UHFFFAOYSA-N 3-iodoprop-2-ynyl cyclobutanecarboxylate Chemical compound IC#CCOC(=O)C1CCC1 BVAUTRGIRYUWCL-UHFFFAOYSA-N 0.000 description 1
- QQFALTDMMWNIRK-UHFFFAOYSA-N 3-iodoprop-2-ynyl cyclohexanecarboxylate Chemical compound IC#CCOC(=O)C1CCCCC1 QQFALTDMMWNIRK-UHFFFAOYSA-N 0.000 description 1
- NLCXOIHMHYMJDC-UHFFFAOYSA-N 3-iodoprop-2-ynyl cyclopentanecarboxylate Chemical compound IC#CCOC(=O)C1CCCC1 NLCXOIHMHYMJDC-UHFFFAOYSA-N 0.000 description 1
- AZNJPXGTXUPOKT-UHFFFAOYSA-N 3-iodoprop-2-ynyl decanoate Chemical compound CCCCCCCCCC(=O)OCC#CI AZNJPXGTXUPOKT-UHFFFAOYSA-N 0.000 description 1
- OXEZWUPHVAHURV-UHFFFAOYSA-N 3-iodoprop-2-ynyl furan-2-carboxylate Chemical compound IC#CCOC(=O)C1=CC=CO1 OXEZWUPHVAHURV-UHFFFAOYSA-N 0.000 description 1
- PABASGYOBKISBN-UHFFFAOYSA-N 3-iodoprop-2-ynyl heptanoate Chemical compound CCCCCCC(=O)OCC#CI PABASGYOBKISBN-UHFFFAOYSA-N 0.000 description 1
- SFZNQBVDNBYWDT-UHFFFAOYSA-N 3-iodoprop-2-ynyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC#CI SFZNQBVDNBYWDT-UHFFFAOYSA-N 0.000 description 1
- IYQSAPHZUSSJFL-UHFFFAOYSA-N 3-iodoprop-2-ynyl hexanoate Chemical compound CCCCCC(=O)OCC#CI IYQSAPHZUSSJFL-UHFFFAOYSA-N 0.000 description 1
- OXSOUAAHELUNSK-UHFFFAOYSA-N 3-iodoprop-2-ynyl methyl carbonate Chemical compound COC(=O)OCC#CI OXSOUAAHELUNSK-UHFFFAOYSA-N 0.000 description 1
- UESNTECSVAQEKU-UHFFFAOYSA-N 3-iodoprop-2-ynyl nonanoate Chemical compound CCCCCCCCC(=O)OCC#CI UESNTECSVAQEKU-UHFFFAOYSA-N 0.000 description 1
- CODLITNUEUFJAX-UHFFFAOYSA-N 3-iodoprop-2-ynyl nonyl carbonate Chemical compound CCCCCCCCCOC(=O)OCC#CI CODLITNUEUFJAX-UHFFFAOYSA-N 0.000 description 1
- HAFBBBFWCQNEFV-UHFFFAOYSA-N 3-iodoprop-2-ynyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC#CI HAFBBBFWCQNEFV-UHFFFAOYSA-N 0.000 description 1
- TXRPHIUEMAHWRZ-UHFFFAOYSA-N 3-iodoprop-2-ynyl octane-1-sulfonate Chemical compound CCCCCCCCS(=O)(=O)OCC#CI TXRPHIUEMAHWRZ-UHFFFAOYSA-N 0.000 description 1
- SYMQYAVCGWZVNB-UHFFFAOYSA-N 3-iodoprop-2-ynyl octanoate Chemical compound CCCCCCCC(=O)OCC#CI SYMQYAVCGWZVNB-UHFFFAOYSA-N 0.000 description 1
- DASBQVDERZIEOG-UHFFFAOYSA-N 3-iodoprop-2-ynyl octyl carbonate Chemical compound CCCCCCCCOC(=O)OCC#CI DASBQVDERZIEOG-UHFFFAOYSA-N 0.000 description 1
- BQGZHBKKLTWTSO-UHFFFAOYSA-N 3-iodoprop-2-ynyl pentanoate Chemical compound CCCCC(=O)OCC#CI BQGZHBKKLTWTSO-UHFFFAOYSA-N 0.000 description 1
- QBPZHTFBTVJUQW-UHFFFAOYSA-N 3-iodoprop-2-ynyl phenyl carbonate Chemical compound IC#CCOC(=O)OC1=CC=CC=C1 QBPZHTFBTVJUQW-UHFFFAOYSA-N 0.000 description 1
- JXLHPGNEPQSWTJ-UHFFFAOYSA-N 3-iodoprop-2-ynyl prop-2-enoate Chemical compound IC#CCOC(=O)C=C JXLHPGNEPQSWTJ-UHFFFAOYSA-N 0.000 description 1
- FXDHNEPNPMNFBK-UHFFFAOYSA-N 3-iodoprop-2-ynyl propan-2-yl carbonate Chemical compound CC(C)OC(=O)OCC#CI FXDHNEPNPMNFBK-UHFFFAOYSA-N 0.000 description 1
- PCZWHXWSSYGSKL-UHFFFAOYSA-N 3-iodoprop-2-ynyl propane-1-sulfonate Chemical compound CCCS(=O)(=O)OCC#CI PCZWHXWSSYGSKL-UHFFFAOYSA-N 0.000 description 1
- FBDZFFANPZWIKP-UHFFFAOYSA-N 3-iodoprop-2-ynyl propanoate Chemical compound CCC(=O)OCC#CI FBDZFFANPZWIKP-UHFFFAOYSA-N 0.000 description 1
- TVXFNGUVXWAZLG-UHFFFAOYSA-N 3-iodoprop-2-ynyl propyl carbonate Chemical compound CCCOC(=O)OCC#CI TVXFNGUVXWAZLG-UHFFFAOYSA-N 0.000 description 1
- DNPTYJQAKYDGMD-UHFFFAOYSA-N 3-iodoprop-2-ynyl pyridine-2-carboxylate Chemical compound IC#CCOC(=O)C1=CC=CC=N1 DNPTYJQAKYDGMD-UHFFFAOYSA-N 0.000 description 1
- JTNUFUXSNKHESI-UHFFFAOYSA-N 3-iodoprop-2-ynyl pyridine-3-carboxylate Chemical compound IC#CCOC(=O)C1=CC=CN=C1 JTNUFUXSNKHESI-UHFFFAOYSA-N 0.000 description 1
- XOAWYIXZUZLYBQ-UHFFFAOYSA-N 3-iodoprop-2-ynyl pyridine-4-carboxylate Chemical compound IC#CCOC(=O)C1=CC=NC=C1 XOAWYIXZUZLYBQ-UHFFFAOYSA-N 0.000 description 1
- JACYKCWTBSYBBL-UHFFFAOYSA-N 3-iodoprop-2-ynyl thiophene-2-carboxylate Chemical compound IC#CCOC(=O)C1=CC=CS1 JACYKCWTBSYBBL-UHFFFAOYSA-N 0.000 description 1
- MOEWYYMDNKTAJK-UHFFFAOYSA-N 3-iodoprop-2-ynyl undec-10-enoate Chemical compound IC#CCOC(=O)CCCCCCCCC=C MOEWYYMDNKTAJK-UHFFFAOYSA-N 0.000 description 1
- PWJXMZDBCBICKL-UHFFFAOYSA-N 3-iodoprop-2-ynyl undecanoate Chemical compound CCCCCCCCCCC(=O)OCC#CI PWJXMZDBCBICKL-UHFFFAOYSA-N 0.000 description 1
- 125000002672 4-bromobenzoyl group Chemical group BrC1=CC=C(C(=O)*)C=C1 0.000 description 1
- 125000000242 4-chlorobenzoyl group Chemical group ClC1=CC=C(C(=O)*)C=C1 0.000 description 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
- 235000007173 Abies balsamea Nutrition 0.000 description 1
- 244000283070 Abies balsamea Species 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000228212 Aspergillus Species 0.000 description 1
- 241000228197 Aspergillus flavus Species 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 241000223678 Aureobasidium pullulans Species 0.000 description 1
- 241000218645 Cedrus Species 0.000 description 1
- 241000221955 Chaetomium Species 0.000 description 1
- 241000222290 Cladosporium Species 0.000 description 1
- 235000010099 Fagus sylvatica Nutrition 0.000 description 1
- 240000000731 Fagus sylvatica Species 0.000 description 1
- 241000223218 Fusarium Species 0.000 description 1
- 241000233732 Fusarium verticillioides Species 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 241000228143 Penicillium Species 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 235000003570 Phyllostachys pubescens Nutrition 0.000 description 1
- 244000302661 Phyllostachys pubescens Species 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000235527 Rhizopus Species 0.000 description 1
- 241000235546 Rhizopus stolonifer Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 241000223259 Trichoderma Species 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- ZVSKZLHKADLHSD-UHFFFAOYSA-N benzanilide Chemical compound C=1C=CC=CC=1C(=O)NC1=CC=CC=C1 ZVSKZLHKADLHSD-UHFFFAOYSA-N 0.000 description 1
- ORHFAMWUVVJZPC-UHFFFAOYSA-N benzyl 3-iodoprop-2-ynyl carbonate Chemical compound IC#CCOC(=O)OCC1=CC=CC=C1 ORHFAMWUVVJZPC-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- GQQKUYGFYPCLDP-UHFFFAOYSA-N butan-2-yl 3-iodoprop-2-ynyl carbonate Chemical compound CCC(C)OC(=O)OCC#CI GQQKUYGFYPCLDP-UHFFFAOYSA-N 0.000 description 1
- KDNLGZKGICMVBZ-UHFFFAOYSA-N butyl 3-iodoprop-2-ynyl carbonate Chemical compound CCCCOC(=O)OCC#CI KDNLGZKGICMVBZ-UHFFFAOYSA-N 0.000 description 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 125000001589 carboacyl group Chemical group 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- BIWJNBZANLAXMG-YQELWRJZSA-N chloordaan Chemical compound ClC1=C(Cl)[C@@]2(Cl)C3CC(Cl)C(Cl)C3[C@]1(Cl)C2(Cl)Cl BIWJNBZANLAXMG-YQELWRJZSA-N 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- 125000002668 chloroacetyl group Chemical group ClCC(=O)* 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- NKLCHDQGUHMCGL-UHFFFAOYSA-N cyclohexylidenemethanone Chemical group O=C=C1CCCCC1 NKLCHDQGUHMCGL-UHFFFAOYSA-N 0.000 description 1
- 125000003074 decanoyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(*)=O 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- NUNJGTJQIFAAIC-UHFFFAOYSA-N decyl 3-iodoprop-2-ynyl carbonate Chemical compound CCCCCCCCCCOC(=O)OCC#CI NUNJGTJQIFAAIC-UHFFFAOYSA-N 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- WURGXGVFSMYFCG-UHFFFAOYSA-N dichlofluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=CC=C1 WURGXGVFSMYFCG-UHFFFAOYSA-N 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- OJLOUXPPKZRTHK-UHFFFAOYSA-N dodecan-1-ol;sodium Chemical compound [Na].CCCCCCCCCCCCO OJLOUXPPKZRTHK-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- HJEXYUWAAWKQQR-UHFFFAOYSA-N ethyl 3-iodoprop-2-ynyl carbonate Chemical compound CCOC(=O)OCC#CI HJEXYUWAAWKQQR-UHFFFAOYSA-N 0.000 description 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 125000000268 heptanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- FFDAWUZWGWXICW-UHFFFAOYSA-N hexan-2-yl 3-iodoprop-2-ynyl carbonate Chemical compound CCCCC(C)OC(=O)OCC#CI FFDAWUZWGWXICW-UHFFFAOYSA-N 0.000 description 1
- 125000003104 hexanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- OWILVRMRUXZVLZ-UHFFFAOYSA-N hexyl 3-iodoprop-2-ynyl carbonate Chemical compound CCCCCCOC(=O)OCC#CI OWILVRMRUXZVLZ-UHFFFAOYSA-N 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 125000005929 isobutyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])OC(*)=O 0.000 description 1
- 125000005932 isopentyloxycarbonyl group Chemical group 0.000 description 1
- 125000005928 isopropyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000003915 liquefied petroleum gas Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000004401 m-toluyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1[H])C([H])([H])[H])C(*)=O 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000001419 myristoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000002547 new drug Substances 0.000 description 1
- 125000001402 nonanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 125000005441 o-toluyl group Chemical group [H]C1=C([H])C(C(*)=O)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000003232 p-nitrobenzoyl group Chemical group [N+](=O)([O-])C1=CC=C(C(=O)*)C=C1 0.000 description 1
- 125000005440 p-toluyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C(*)=O)C([H])([H])[H] 0.000 description 1
- 125000001312 palmitoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000011120 plywood Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 125000005930 sec-butyloxycarbonyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000004308 thiabendazole Substances 0.000 description 1
- 229960004546 thiabendazole Drugs 0.000 description 1
- 235000010296 thiabendazole Nutrition 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 125000000297 undecanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Landscapes
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2956478A JPS54122727A (en) | 1978-03-15 | 1978-03-15 | Fungicidal, antiseptic, anti-termitic agent |
US06/020,165 US4259350A (en) | 1978-03-15 | 1979-03-13 | Iodopropargyl derivatives, their use and preparation |
CA000323296A CA1116622A (fr) | 1978-03-15 | 1979-03-13 | Derives de l'iodopropargyle, leur utilisation et leur preparation |
NO790865A NO151703C (no) | 1978-03-15 | 1979-03-14 | Jodpropargylestre til anvendelse i impregneringsmidler mot sopp og termitter. |
SE7902291A SE445344B (sv) | 1978-03-15 | 1979-03-14 | Jodopropargylderivat samt dess anvendning som skyddsmedel for tre, vatmassa, papper, ark, fiber, leder, lim, ferg eller konstharts |
FR7906615A FR2465415A1 (fr) | 1978-03-15 | 1979-03-15 | Derives iodopropargyliques et leur application a la conservation de matieres organiques |
DE19792910220 DE2910220A1 (de) | 1978-03-15 | 1979-03-15 | Jodpropargylderivate und ihre verwendung als konservierungsmittel von abbaubaren organischen materialien |
GB7909082A GB2016457B (en) | 1978-03-15 | 1979-03-15 | Iodopropargyl derivatives their use and preparation |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2956478A JPS54122727A (en) | 1978-03-15 | 1978-03-15 | Fungicidal, antiseptic, anti-termitic agent |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS54122727A JPS54122727A (en) | 1979-09-22 |
JPS62881B2 true JPS62881B2 (fr) | 1987-01-10 |
Family
ID=12279616
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2956478A Granted JPS54122727A (en) | 1978-03-15 | 1978-03-15 | Fungicidal, antiseptic, anti-termitic agent |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS54122727A (fr) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3416772A1 (de) * | 1984-05-07 | 1985-11-07 | Consortium für elektrochemische Industrie GmbH, 8000 München | Substituierte phenylessigsaeurejodpropargylester, ihre herstellung und verwendung als biozide mittel |
DE3614836A1 (de) * | 1986-05-02 | 1987-11-05 | Dow Chemical Co | Hydroxyphenyl- und hydroxyphenoxyalkansaeurejodpropargylester |
CN104409766B (zh) * | 2010-02-03 | 2017-04-12 | 宇部兴产株式会社 | 非水电解液、使用其的电化学元件以及非水电解液中使用的炔基化合物 |
-
1978
- 1978-03-15 JP JP2956478A patent/JPS54122727A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS54122727A (en) | 1979-09-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4259350A (en) | Iodopropargyl derivatives, their use and preparation | |
JP2761441B2 (ja) | 木材保存性オキサチアジン化合物 | |
US6827949B2 (en) | Wood preservative | |
JPS635361B2 (fr) | ||
JPS62881B2 (fr) | ||
TW521993B (en) | Pesticidal compositions | |
US4487781A (en) | Trihaloallyl derivatives having anti-fungal activities | |
JPS6340402B2 (fr) | ||
JPS6215054B2 (fr) | ||
JPH0112747B2 (fr) | ||
JPS632419B2 (fr) | ||
JPS6364415B2 (fr) | ||
EP1112688B1 (fr) | Methode de lutte contre les termites | |
JPS6059898B2 (ja) | ヨ−ドプロパルギル誘導体、およびヨ−ドプロパルギル誘導体を有効成分とする防カビ、防腐、防蟻剤 | |
EP0040344B1 (fr) | Dérivé de l'acide benzène sulphénique 4-nitro-2-trichlorométhyle, procédé de fabrication et fongicides le contenant | |
JPS6250460B2 (fr) | ||
JPS6366820B2 (fr) | ||
SU346834A1 (fr) | ||
EP0755927B1 (fr) | Derive de dimethylfurancarboxanilide | |
WO1997006676A1 (fr) | Formulations d'agents microbicides | |
JPS5952043B2 (ja) | 木材用防腐防カビ剤 | |
JPS6341375B2 (fr) | ||
JPH08231312A (ja) | 工業用防腐防かび剤 | |
JPH0224201B2 (fr) |