GB678577A - Improvements in or relating to the production of benzene hexachloride - Google Patents
Improvements in or relating to the production of benzene hexachlorideInfo
- Publication number
- GB678577A GB678577A GB298350A GB298350A GB678577A GB 678577 A GB678577 A GB 678577A GB 298350 A GB298350 A GB 298350A GB 298350 A GB298350 A GB 298350A GB 678577 A GB678577 A GB 678577A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzene
- chloride
- isomer
- dichloride
- solvent
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/02—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for the production of benzene hexachloride having a content of gamma isomer of at least 20 per cent by weight comprises introducing chlorine into a liquid mixture of benzene and one or more of the group of partially chlorinated aliphatic hydrocarbon solvents consisting of methyl chloride, methylene chloride, chloroform, ethyl chloride, 1,1-dichlorethane, ethylene dichloride, 1,1,2-trichlorethane, sym-tetrachlorethane, propylene dichloride, 1-chloro - 1 - methyl - propane, n - butyl chloride, tert - butyl chloride, 1,2 - dichloro - isobutane, monofluorodichloromethane and 1,1 - difluoro-1,2-dichlorethane at a temperature between 0 DEG C. and -50 DEG C. in the presence of actinic light and in the absence of inhibitors of the addition reaction between benzene and chlorine. Light of wavelength between 4500 and 2500 is suitable. Any oxygen must be removed before the chlorination. In examples, a mixture of 3 moles. of solvent and 1 mole. of benzene is chlorinated at various temperatures in the range specified, the yield of gamma-isomer at each temperature being stated. The solvents employed are: (1), (6) and (7) methylene chloride, (2) ethylene dichloride, (3) 1,1,2-trichlorethane, (4) 1,2-dichloropropane, (5) monofluorodichloromethane. Example (6) is a continuous process, there being added to the filtrate from the precipitated gamma isomer more benzene and methylene chloride after which it is recycled for further chlorination. In example (7) chlorine, benzene and methylene dichloride in molar proportions 0.25 : 1 : 3 are mixed in the dark at -38 DEG C. and passed to a reactor, cooled to -50 DEG C., illuminated by mercury arc lamps. A graph shows the variation in a -, b -, g - and d -content of the product obtained with methylene dichloride solvent at temperatures between +30 DEG C. and -50 DEG C. A table shows the temperature of maximum g -isomer formation in each solvent specified. Reference is made to Specifications 637,412, 637,732, 24620/48 (as open to inspection), U.S.A. Specification 2,010,841, and Belgian Specification 471,772.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB298350A GB678577A (en) | 1950-02-06 | 1950-02-06 | Improvements in or relating to the production of benzene hexachloride |
| ES0196366A ES196366A1 (en) | 1950-02-06 | 1951-02-01 | IMPROVEMENTS IN THE PRODUCTION OF ORGANIC COMPOUNDS |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB298350A GB678577A (en) | 1950-02-06 | 1950-02-06 | Improvements in or relating to the production of benzene hexachloride |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB678577A true GB678577A (en) | 1952-09-03 |
Family
ID=9749701
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB298350A Expired GB678577A (en) | 1950-02-06 | 1950-02-06 | Improvements in or relating to the production of benzene hexachloride |
Country Status (2)
| Country | Link |
|---|---|
| ES (1) | ES196366A1 (en) |
| GB (1) | GB678577A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2858260A (en) * | 1952-12-03 | 1958-10-28 | Columbia Southern Chem Corp | Preparation of benzene hexachloride |
| DE1078121B (en) * | 1956-03-28 | 1960-03-24 | Habil Guenter Spengler Dr Ing | Additive nuclear chlorination of alkyl aromatics |
| US3006833A (en) * | 1953-09-01 | 1961-10-31 | Hooker Chemical Corp | Process for the photochemical chlorination of benzene |
| DE1124486B (en) * | 1955-06-20 | 1962-03-01 | Stauffer Chemical Co | Process for the continuous production of oil-free hexachlorocyclohexane |
-
1950
- 1950-02-06 GB GB298350A patent/GB678577A/en not_active Expired
-
1951
- 1951-02-01 ES ES0196366A patent/ES196366A1/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2858260A (en) * | 1952-12-03 | 1958-10-28 | Columbia Southern Chem Corp | Preparation of benzene hexachloride |
| US3006833A (en) * | 1953-09-01 | 1961-10-31 | Hooker Chemical Corp | Process for the photochemical chlorination of benzene |
| DE1124486B (en) * | 1955-06-20 | 1962-03-01 | Stauffer Chemical Co | Process for the continuous production of oil-free hexachlorocyclohexane |
| DE1078121B (en) * | 1956-03-28 | 1960-03-24 | Habil Guenter Spengler Dr Ing | Additive nuclear chlorination of alkyl aromatics |
Also Published As
| Publication number | Publication date |
|---|---|
| ES196366A1 (en) | 1953-02-01 |
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