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GB899127A - Process for the production of fluorine-containing organic compounds - Google Patents

Process for the production of fluorine-containing organic compounds

Info

Publication number
GB899127A
GB899127A GB44107/60A GB4410760A GB899127A GB 899127 A GB899127 A GB 899127A GB 44107/60 A GB44107/60 A GB 44107/60A GB 4410760 A GB4410760 A GB 4410760A GB 899127 A GB899127 A GB 899127A
Authority
GB
United Kingdom
Prior art keywords
fsoor
butyl
produced
fluoride
fluorosulphinate
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
GB44107/60A
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of GB899127A publication Critical patent/GB899127A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/22—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/04—Saturated ethers
    • C07C43/12—Saturated ethers containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/307—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of halogen; by substitution of halogen atoms by other halogen atoms

Landscapes

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

Abstract

Sulphur dioxide is produced by the thermal decomposition of a compound FSOOR where R is an organic radical (see Group IV(b)). In a competing reaction, SOF2 may be formed. The reactions involved are: FSOOR=SO2+RF 2FSOOR=SOF2+OS(OR)2ALSO:Organic fluorides RF are prepared by subjecting a fluorosulphonic ester FSOOR (where R is an organic radical) to thermal decomposition at a temperature favouring the production of the compound RF, e.g. 100 DEG C.-300 DEG C. The reaction involved is FSOOR=RF+SO2 and may be accompanied by the disproportionation. 2FSOOR=SOF2+OS(OR)2 Specified values of R are methyl, ethyl, propyl, butyl, octyl, nonyl, b -methoxyethyl and a -carbethoxyethyl. Electron donors such as tertiary organic amines are advantageously present. In their absence or in the presence of electron acceptors such as BF3, AlCl3, ZnCl2 and SnCl2, the compounds RF may be decomposed into HF and the corresponding olefines. The various reaction products may undergo isomerisation during the process. In examples, n-butyl fluorosulphinate produced 1-butyl-fluoride, 2-butyl fluoride and butenes, as well as OS(OC4H9)2; b -methoxyethyl fluorosulphinate produced b -fluoroethyl methyl ether, methyl fluoride and OS(OCH2CH2OCH3)2; and a -carbethoxyethyl fluorosulphinate produced ethyl a -fluoropropionate, ethyl fluoride and OS(OCH(CH3)COOC2H5)2 The fluorosulphinic acid esters may be prepared by fluorination of the corresponding chlorosulphinic acid esters with KSO2F.
GB44107/60A 1959-12-24 1960-12-22 Process for the production of fluorine-containing organic compounds Expired GB899127A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF30175A DE1122505B (en) 1959-12-24 1959-12-24 Process for the production of organic fluorine compounds

Publications (1)

Publication Number Publication Date
GB899127A true GB899127A (en) 1962-06-20

Family

ID=7093646

Family Applications (1)

Application Number Title Priority Date Filing Date
GB44107/60A Expired GB899127A (en) 1959-12-24 1960-12-22 Process for the production of fluorine-containing organic compounds

Country Status (2)

Country Link
DE (1) DE1122505B (en)
GB (1) GB899127A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7619111B2 (en) * 2004-10-04 2009-11-17 Rhodia Chimie Stereoselective method for preparing a chiral fluorinated molecule

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7619111B2 (en) * 2004-10-04 2009-11-17 Rhodia Chimie Stereoselective method for preparing a chiral fluorinated molecule

Also Published As

Publication number Publication date
DE1122505B (en) 1962-01-25

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