GB1005641A - Dihalocarbene addition products of unsaturated carboxylic acids - Google Patents

Dihalocarbene addition products of unsaturated carboxylic acids

Info

Publication number
GB1005641A
GB1005641A GB4308/62A GB430862A GB1005641A GB 1005641 A GB1005641 A GB 1005641A GB 4308/62 A GB4308/62 A GB 4308/62A GB 430862 A GB430862 A GB 430862A GB 1005641 A GB1005641 A GB 1005641A
Authority
GB
United Kingdom
Prior art keywords
methyl
dihalocarbene
carboxylic acids
unsaturated carboxylic
addition products
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
GB4308/62A
Inventor
David Adriaan Van Dorp
Gerrit Riezebos
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.)
Unilever PLC
Original Assignee
Unilever PLC
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 Unilever PLC filed Critical Unilever PLC
Priority to GB4308/62A priority Critical patent/GB1005641A/en
Publication of GB1005641A publication Critical patent/GB1005641A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C07C57/03—Monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C69/753—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring of polycyclic acids

Landscapes

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

Abstract

Carboxylic acid derivatives containing dihalocyclopropane rings are prepared by reacting a dihalocarbene with an olefinically unsaturated aliphatic carboxylic acid having its carboxyl group protected with a non-protonic radical, e.g. as a salt or an ester, e.g. an alkyl or glyceryl ester. Temperatures between -90 and + 20 DEG C. may be used. The products may be used as plasticizers and may be converted to the free acid by hydrolysis or to other esters by alcoholysis. In examples, dichlorocarbene is produced from hexachloroacetone and sodium methoxide or from chloroform and potassium t.-butoxide and reacted with methyl oleate (to give methyl 9,10-dichloromethylene octadecanoic acid), methyl linoleate, methyl linoleneate, linseed oil, soybean oil and methyl elaidate.
GB4308/62A 1962-02-05 1962-02-05 Dihalocarbene addition products of unsaturated carboxylic acids Expired GB1005641A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB4308/62A GB1005641A (en) 1962-02-05 1962-02-05 Dihalocarbene addition products of unsaturated carboxylic acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4308/62A GB1005641A (en) 1962-02-05 1962-02-05 Dihalocarbene addition products of unsaturated carboxylic acids

Publications (1)

Publication Number Publication Date
GB1005641A true GB1005641A (en) 1965-09-22

Family

ID=9774722

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4308/62A Expired GB1005641A (en) 1962-02-05 1962-02-05 Dihalocarbene addition products of unsaturated carboxylic acids

Country Status (1)

Country Link
GB (1) GB1005641A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4012430A (en) * 1972-05-16 1977-03-15 Shell Oil Company Process for the preparation of cyclopropane derivatives
WO2000001658A1 (en) * 1998-07-02 2000-01-13 Cargill, Incorporated Process for modifying unsaturated triacylglycerol oils; resulting products and uses thereof
US6051539A (en) * 1998-07-02 2000-04-18 Cargill, Inc. Process for modifying unsaturated triacylglycerol oils resulting products and uses thereof

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4012430A (en) * 1972-05-16 1977-03-15 Shell Oil Company Process for the preparation of cyclopropane derivatives
WO2000001658A1 (en) * 1998-07-02 2000-01-13 Cargill, Incorporated Process for modifying unsaturated triacylglycerol oils; resulting products and uses thereof
US6051539A (en) * 1998-07-02 2000-04-18 Cargill, Inc. Process for modifying unsaturated triacylglycerol oils resulting products and uses thereof
US6291409B1 (en) 1998-07-02 2001-09-18 Cargill, Inc. Process for modifying unsaturated triacylglycerol oils; Resulting products and uses thereof

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