GB977477A - The preparation of mono sulfonic acid anhydrides of halogen substituted aromatic hydrocarbons - Google Patents

The preparation of mono sulfonic acid anhydrides of halogen substituted aromatic hydrocarbons

Info

Publication number
GB977477A
GB977477A GB328862A GB328862A GB977477A GB 977477 A GB977477 A GB 977477A GB 328862 A GB328862 A GB 328862A GB 328862 A GB328862 A GB 328862A GB 977477 A GB977477 A GB 977477A
Authority
GB
United Kingdom
Prior art keywords
chlorotoluene
halogenated
reaction mixture
sulphonating
sulphonating agent
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
GB328862A
Inventor
Niels Hesselbjerg Christensen
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.)
Atomenergikommissionen
Original Assignee
Atomenergikommissionen
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 Atomenergikommissionen filed Critical Atomenergikommissionen
Publication of GB977477A publication Critical patent/GB977477A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/42—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof

Landscapes

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

Abstract

A mono-sulphonic acid anhydride of a halogenated aromatic hydrocarbon is obtained by sulphonating the halogenated hydrocarbon in the presence of sulphur trioxide and a nitroalkane containing at most 6 carbon atoms per molecule. Preferably, the sulphonating agent comprises pure sulphur trioxide dissolved in the nitro-alkane, the concentration of SO3 being in the range of 0.3 to 0.6 grams of SO3 per millilitre of nitroalkane. Preferably the sulphonating agent is mixed with the halogenated aromatic hydrocarbon in such a proportion as to obtain a concentration of from 1.4 to 2.0 mols of SO3 per mol of the halogenated hydrocarbon. The temperature of the reaction mixture is preferably maintained at, or near, 0 DEG C. The sulphonated product precipitates from the reaction mixture as an anhydride, and is isolated by filtering or centrifuging the reaction mixture. Halogenated hydrocarbons specified are iodebenzene, bromobenzene, m-chlorotoluene, p-chlorotoluene, m-bromotoluene, 1-chloronaphthalene, 1-bromonaphthalene, 2-bromonaphthalene, chlorobenzene, unsym. trichlorobenzene, and o-chlorotoluene. The Specification refers to the use of a sulphonating agent containing the isotope S3 5 (see Division G6). Detailed examples are given, illustrating the sulphonation of iodobenzene in the presence of nitromethane to form p-iodobenzenesulphonic acid anhydride.
GB328862A 1961-01-26 1962-01-29 The preparation of mono sulfonic acid anhydrides of halogen substituted aromatic hydrocarbons Expired GB977477A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DK35061A DK100996C (en) 1961-01-26 1961-01-26 Process for the preparation of monosulfonic anhydrides from halogen-substituted aromatic hydrocarbons by sulfonation of the hydrocarbons with sulfur trioxide or sulfur trioxide-containing sulfonating agents.

Publications (1)

Publication Number Publication Date
GB977477A true GB977477A (en) 1964-12-09

Family

ID=8092531

Family Applications (1)

Application Number Title Priority Date Filing Date
GB328862A Expired GB977477A (en) 1961-01-26 1962-01-29 The preparation of mono sulfonic acid anhydrides of halogen substituted aromatic hydrocarbons

Country Status (6)

Country Link
BE (1) BE612941A (en)
CH (1) CH431500A (en)
DE (1) DE1205963B (en)
DK (1) DK100996C (en)
GB (1) GB977477A (en)
NL (2) NL273797A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018192954A1 (en) * 2017-04-18 2018-10-25 Basf Se Process for purifying alkanesulfonic anhydride and process for producing alkanesulfonic acid using the purified alkanesulfonic anhydride

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018192954A1 (en) * 2017-04-18 2018-10-25 Basf Se Process for purifying alkanesulfonic anhydride and process for producing alkanesulfonic acid using the purified alkanesulfonic anhydride
CN110770207A (en) * 2017-04-18 2020-02-07 巴斯夫欧洲公司 Method for purifying alkanesulfonic anhydride and method for producing alkanesulfonic acid using purified alkanesulfonic anhydride
US10730827B2 (en) 2017-04-18 2020-08-04 Basf Se Process for purifying alkanesulfonic anhydride and process for producing alkanesulfonic acid using the purified alkanesulfonic anhydride
CN110770207B (en) * 2017-04-18 2022-06-24 巴斯夫欧洲公司 Method for purifying alkanesulfonic anhydride and method for producing alkanesulfonic acid using purified alkanesulfonic anhydride

Also Published As

Publication number Publication date
DK100996C (en) 1965-02-15
CH431500A (en) 1967-03-15
NL273797A (en)
DE1205963B (en) 1965-12-02
NL133969C (en)
BE612941A (en)

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