GB1103607A - Deuteration - Google Patents

Deuteration

Info

Publication number
GB1103607A
GB1103607A GB352866A GB352866A GB1103607A GB 1103607 A GB1103607 A GB 1103607A GB 352866 A GB352866 A GB 352866A GB 352866 A GB352866 A GB 352866A GB 1103607 A GB1103607 A GB 1103607A
Authority
GB
United Kingdom
Prior art keywords
deuterium
oxide
alkaline
peroxide
metal
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
Application number
GB352866A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
NGUYEN DINH NGUYEN
Original Assignee
NGUYEN DINH NGUYEN
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by NGUYEN DINH NGUYEN filed Critical NGUYEN DINH NGUYEN
Publication of GB1103607A publication Critical patent/GB1103607A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
    • C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
    • C07C13/54—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings
    • C07C13/605—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings with a bridged ring system
    • C07C13/61—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings with a bridged ring system with a bridged indene ring, e.g. dicyclopentadiene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B31/00—Reduction in general
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

Deuterated hydrocarbons are obtained by deuterating the corresponding hydrogen-containing hydrocarbons with deuterium oxide in the presence of an alkaline deuteroxide (defined), a metal catalyst of the platinum group and a deuterium peroxide promoter. The deuterium peroxide promoter and the alkali metal or alkaline earth metal alkaline deuteroxide are preferably prepared jointly by reacting an alkali metal or alkaline earth metal peroxide with deuterium oxide. The preferred metal catalyst is obtained by reducing a suspension of Adam's platinum oxide catalyst in deuterium oxide with deuterium gas. The deuteration of anthracene is carried out in a closed vessel with vigorous shaking at an elevated temperature.ALSO:Deuterated organic compounds are obtained by deuterating the corresponding hydrogen-containing organic compound with deuterium oxide in the presence of an alkaline deuteroxide as hereinafter defined, a metal catalyst of the platinum group and a deuterium peroxide promoter. The deuterium peroxide promoter and the alkali metal or alkaline earth metal alkaline deuteroxide are preferably prepared jointly by reacting an alkali metal or alkaline earth metal peroxide with deuterium oxide. The preferred metal catalyst is obtained by reducing a suspension of Adam's platinum oxide catalyst in deuterium oxide with deuterium gas. Suitable starting materials include hydrogen-containing fatty acids, dicarboxylic acids, ketones, alcohols or hydrocarbons and the deuteration is carried out in a closed vessel with vigorous shaking at an elevated temperature. Octadecanoic (i.e. stearic) acid and camphor are per-deuterated in this way.
GB352866A 1965-02-01 1966-01-26 Deuteration Expired GB1103607A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SE128065A SE358875B (en) 1965-02-01 1965-02-01

Publications (1)

Publication Number Publication Date
GB1103607A true GB1103607A (en) 1968-02-21

Family

ID=20257921

Family Applications (1)

Application Number Title Priority Date Filing Date
GB352866A Expired GB1103607A (en) 1965-02-01 1966-01-26 Deuteration

Country Status (5)

Country Link
JP (1) JPS4517402B1 (en)
CH (1) CH478071A (en)
DE (1) DE1280867B (en)
GB (1) GB1103607A (en)
SE (1) SE358875B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL1004593C2 (en) * 1995-11-24 1999-01-12 Nishikawa Rubber Co Ltd Process for the preparation of a deuterated compound.
US7517990B2 (en) * 2002-11-15 2009-04-14 Wako Pure Chemical Industries, Ltd. Method for deuteration of a heterocyclic ring
US8093422B2 (en) * 2002-07-26 2012-01-10 Wako Pure Chemical Industries, Ltd. Method for deuteration of an aromatic ring
US9255070B2 (en) 2004-01-23 2016-02-09 Wako Pure Chemical Industries, Ltd. Method of deuteration using mixed catalyst

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200413274A (en) * 2002-12-27 2004-08-01 Wako Pure Chem Ind Ltd Deuteration or tritiation method

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL1004593C2 (en) * 1995-11-24 1999-01-12 Nishikawa Rubber Co Ltd Process for the preparation of a deuterated compound.
DE19648155B4 (en) * 1995-11-24 2006-09-14 Masaru Ohtsu Nakahara Method for deuteration
US8093422B2 (en) * 2002-07-26 2012-01-10 Wako Pure Chemical Industries, Ltd. Method for deuteration of an aromatic ring
US7517990B2 (en) * 2002-11-15 2009-04-14 Wako Pure Chemical Industries, Ltd. Method for deuteration of a heterocyclic ring
US9255070B2 (en) 2004-01-23 2016-02-09 Wako Pure Chemical Industries, Ltd. Method of deuteration using mixed catalyst

Also Published As

Publication number Publication date
SE358875B (en) 1973-08-13
DE1280867B (en) 1968-10-24
JPS4517402B1 (en) 1970-06-16
CH478071A (en) 1969-09-15

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