GB754872A - Improvements in or relating to the preparation of a mixture of cymene isomers rich in m- and p-cymene - Google Patents
Improvements in or relating to the preparation of a mixture of cymene isomers rich in m- and p-cymeneInfo
- Publication number
- GB754872A GB754872A GB12833/54A GB1283354A GB754872A GB 754872 A GB754872 A GB 754872A GB 12833/54 A GB12833/54 A GB 12833/54A GB 1283354 A GB1283354 A GB 1283354A GB 754872 A GB754872 A GB 754872A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cymene
- mixture
- per cent
- until
- cymenes
- 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
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
- 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
A mixture of cymene isomers rich in m- and p-cymene is obtained by contacting toluene with propylene in an amount up to a 0.6 molecular quantity based on the toluene at a temperature of 80-150 DEG C. in the presence of 0.1 to 2 mol. per cent of aluminium chloride until a mixture of m- and p-cymenes containing less than 5 per cent o-cymene is produced, and separating the mixture from the catalyst. The time for the alkylation step is about 1 hour at 100 DEG C. The m- and p-cymenes may be subjected to oxidation as described in Specifications 610,293, 626,095, 630,286 and 681,990, with molecular oxidation under conditions favourable to hydroperoxide formation until 35 per cent of hydroperoxide is produced. These may be converted to cresols by contacting them with an acid acting catalyst such as sulphuric acid, acid clays and Friedel-Craft catalysts in aqueous or non-aqueous homogeneous or heterogeneous systems at a temperature of 0-150 DEG C. until the hydroperoxides are completely destroyed.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US754872XA | 1953-06-29 | 1953-06-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB754872A true GB754872A (en) | 1956-08-15 |
Family
ID=22126083
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB12833/54A Expired GB754872A (en) | 1953-06-29 | 1954-05-03 | Improvements in or relating to the preparation of a mixture of cymene isomers rich in m- and p-cymene |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB754872A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3444255A (en) * | 1966-02-25 | 1969-05-13 | Basf Ag | Production of p-dialkylbenzenes |
FR2156061A1 (en) * | 1971-10-05 | 1973-05-25 | Cosden Oil & Chem Co | |
JPS5011888B1 (en) * | 1969-01-20 | 1975-05-07 | ||
US4197413A (en) * | 1978-12-14 | 1980-04-08 | Mobil Oil Corporation | Production of 3-methylphenol |
US4205189A (en) * | 1978-12-14 | 1980-05-27 | Mobil Oil Corporation | Method for producing 3-alkylphenols and 1,3-dihydroxybenzene |
US4230894A (en) * | 1978-12-14 | 1980-10-28 | Mobil Oil Corporation | Method for producing 3-alkylphenols and 1,3-hydroxybenzene |
CN115974662A (en) * | 2022-12-01 | 2023-04-18 | 兄弟科技股份有限公司 | Synthetic method of bio-based vanillin or ethyl vanillin |
-
1954
- 1954-05-03 GB GB12833/54A patent/GB754872A/en not_active Expired
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3444255A (en) * | 1966-02-25 | 1969-05-13 | Basf Ag | Production of p-dialkylbenzenes |
JPS5011888B1 (en) * | 1969-01-20 | 1975-05-07 | ||
FR2156061A1 (en) * | 1971-10-05 | 1973-05-25 | Cosden Oil & Chem Co | |
US4197413A (en) * | 1978-12-14 | 1980-04-08 | Mobil Oil Corporation | Production of 3-methylphenol |
US4205189A (en) * | 1978-12-14 | 1980-05-27 | Mobil Oil Corporation | Method for producing 3-alkylphenols and 1,3-dihydroxybenzene |
US4230894A (en) * | 1978-12-14 | 1980-10-28 | Mobil Oil Corporation | Method for producing 3-alkylphenols and 1,3-hydroxybenzene |
CN115974662A (en) * | 2022-12-01 | 2023-04-18 | 兄弟科技股份有限公司 | Synthetic method of bio-based vanillin or ethyl vanillin |
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