GB782084A - Process for the preparation of alkyl-aryl compounds - Google Patents

Process for the preparation of alkyl-aryl compounds

Info

Publication number
GB782084A
GB782084A GB29018/55A GB2901855A GB782084A GB 782084 A GB782084 A GB 782084A GB 29018/55 A GB29018/55 A GB 29018/55A GB 2901855 A GB2901855 A GB 2901855A GB 782084 A GB782084 A GB 782084A
Authority
GB
United Kingdom
Prior art keywords
isopropylbenzenes
benzene
parts
propylene
para
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
GB29018/55A
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.)
Chempatents Inc
Original Assignee
Chempatents Inc
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 Chempatents Inc filed Critical Chempatents Inc
Publication of GB782084A publication Critical patent/GB782084A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
    • C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
    • C07C2/66—Catalytic processes
    • C07C2/68—Catalytic processes with halides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
    • C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
    • C07C2/66—Catalytic processes
    • C07C2/70—Catalytic processes with acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/08—Halides
    • C07C2527/12—Fluorides
    • C07C2527/1206—Hydrogen fluoride
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/08—Halides
    • C07C2527/12—Fluorides
    • C07C2527/1213—Boron fluoride
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/125—Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
    • C07C2527/126—Aluminium chloride

Landscapes

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

Abstract

Alkyl-aryl compounds are prepared by reacting benzene with propylene in the presence of an acid reacting alkylation catalyst to produce a mixture containing mono-isopropylbenzenes, para- and meta-di-isopropylbenzenes and higher poly-isopropyl-benzenes, separating mono-isopropylbenzene as a desired product and also separating one or both of the di-isopropylbenzenes, and recycling the other aromatic compounds, the ratio of propylene to benzene being 0.7 to 1.5 mols. of propylene per mol. of benzene. The catalyst is preferably aluminium chloride, hydrogen fluoride or boron trifluoride. The reaction temperature may be in the range of 80-150 DEG C. and the time from 0.1 to 10 hours. In a typical example 25 parts of aluminium chloride, 480 parts of benzene, and 12.5 parts of isopropyl chloride are charged into a glass, ceramic or corrosion-resistant metal and propylene gas passed in over a period of 2 hours. The mass is cooled to room temperature and then poured into 500 parts of water containing HCl and stirred and on standing the upper hydrocarbon layer is recovered, washed with caustic soda solution and then the cumene, and meta- and para-di-isopropylbenzenes recovered as separate products.
GB29018/55A 1954-11-08 1955-10-12 Process for the preparation of alkyl-aryl compounds Expired GB782084A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US782084XA 1954-11-08 1954-11-08

Publications (1)

Publication Number Publication Date
GB782084A true GB782084A (en) 1957-08-28

Family

ID=22142617

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29018/55A Expired GB782084A (en) 1954-11-08 1955-10-12 Process for the preparation of alkyl-aryl compounds

Country Status (1)

Country Link
GB (1) GB782084A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2920118A (en) * 1954-11-08 1960-01-05 Mid Century Corp Process for the preparation of alkylaryl compounds
US3398207A (en) * 1966-12-01 1968-08-20 Sun Oil Co Selective isopropylation of pseudocumene

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2920118A (en) * 1954-11-08 1960-01-05 Mid Century Corp Process for the preparation of alkylaryl compounds
US3398207A (en) * 1966-12-01 1968-08-20 Sun Oil Co Selective isopropylation of pseudocumene

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