GB706107A - Improvements in or relating to the separation of dimethylphenols - Google Patents

Improvements in or relating to the separation of dimethylphenols

Info

Publication number
GB706107A
GB706107A GB241051A GB241051A GB706107A GB 706107 A GB706107 A GB 706107A GB 241051 A GB241051 A GB 241051A GB 241051 A GB241051 A GB 241051A GB 706107 A GB706107 A GB 706107A
Authority
GB
United Kingdom
Prior art keywords
dimethyl
dimethylphenol
phenol
mixture
sulphuric acid
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
GB241051A
Inventor
Arthur Stanley Briggs
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB241051A priority Critical patent/GB706107A/en
Publication of GB706107A publication Critical patent/GB706107A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
    • C07C37/86—Purification; separation; Use of additives, e.g. for stabilisation by treatment giving rise to a chemical modification

Landscapes

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

Abstract

A process for the separation of 2 : 4- and 2 : 5-dimethyl-phenols by alkylating a mixture of them with di-isobutylene and separating the 2 : 4-dimethyl-6-ter-octyl-phenol thereby formed from the unchanged 2 : 5-dimethylphenol is characterized in that the 2 : 5-dimethylphenol is separated from the 2 : 4-dimethyl-6-tertiary-octylphenol by dissolution in aqueous caustic alkali solution. A 5 to 10 per cent. aqueous caustic soda solution is suitable. The 2 : 5-dimethyl-phenol may be recovered from the alkali solution by acidification. The 2 : 4-dimethylphenol may be recovered from the alkali-insoluble 2 : 4-dimethyl-6-ter-octylphenol by treatment thereof with an acid catalyst, e.g. sulphuric acid, above 100 DEG C. followed by fractional distillation of the resulting mixture of 2 : 4-dimethyl-phenol and di-isobutylene. In an example a tar acid fraction b. pt. 210 DEG C. to 212 DEG C. (essentially a mixture of 2 : 4- and 2 : 5-dimethyl phenols and sulphuric acid (catalyst) ) is heated to convert the sulphuric acid to xylene sulphonic acids and the product then reacted at 20 DEG C. with diisobutylene (a mixture of 2 : 4 : 4-trimethyl-pentenenes-1 and -2). The reaction mixture is stirred with 10 per cent. aqueous caustic soda solution and forms two phases. 2 : 5-Dimethylphenol is recovered from the alkaline aqueous phase by acidification. The oil phase with the addition of sulphuric acid is distilled at 140 DEG C. to 220 DEG C., and the distillate fractionated to give diisobutylene and 2 : 4-dimethyl-phenol. Specification 645,446 is referred to.
GB241051A 1951-01-31 1951-01-31 Improvements in or relating to the separation of dimethylphenols Expired GB706107A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB241051A GB706107A (en) 1951-01-31 1951-01-31 Improvements in or relating to the separation of dimethylphenols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB241051A GB706107A (en) 1951-01-31 1951-01-31 Improvements in or relating to the separation of dimethylphenols

Publications (1)

Publication Number Publication Date
GB706107A true GB706107A (en) 1954-03-24

Family

ID=9739062

Family Applications (1)

Application Number Title Priority Date Filing Date
GB241051A Expired GB706107A (en) 1951-01-31 1951-01-31 Improvements in or relating to the separation of dimethylphenols

Country Status (1)

Country Link
GB (1) GB706107A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4247719A (en) * 1979-07-05 1981-01-27 Conoco, Inc. Process for obtaining 2,5-xylenol from a 2,4-/2,5-xylenol mixture
US4292450A (en) * 1979-11-26 1981-09-29 Conoco, Inc. Selective alkylation of 2,5-xylenol in the presence of 2,4-xylenol

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4247719A (en) * 1979-07-05 1981-01-27 Conoco, Inc. Process for obtaining 2,5-xylenol from a 2,4-/2,5-xylenol mixture
US4292450A (en) * 1979-11-26 1981-09-29 Conoco, Inc. Selective alkylation of 2,5-xylenol in the presence of 2,4-xylenol

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