GB1044490A - Disproportionation of aromatic hydrocarbons - Google Patents
Disproportionation of aromatic hydrocarbonsInfo
- Publication number
- GB1044490A GB1044490A GB4126964A GB4126964A GB1044490A GB 1044490 A GB1044490 A GB 1044490A GB 4126964 A GB4126964 A GB 4126964A GB 4126964 A GB4126964 A GB 4126964A GB 1044490 A GB1044490 A GB 1044490A
- Authority
- GB
- United Kingdom
- Prior art keywords
- complex
- diethyltoluene
- mesitylene
- disproportionation
- ethyltoluene
- 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
- 238000007323 disproportionation reaction Methods 0.000 title abstract 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 title 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 abstract 3
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 abstract 3
- PBWHJRFXUPLZDS-UHFFFAOYSA-N (1-Ethylpropyl)benzene Chemical compound CCC(CC)C1=CC=CC=C1 PBWHJRFXUPLZDS-UHFFFAOYSA-N 0.000 abstract 2
- HILAULICMJUOLK-UHFFFAOYSA-N 1,3-diethyl-5-methylbenzene Chemical compound CCC1=CC(C)=CC(CC)=C1 HILAULICMJUOLK-UHFFFAOYSA-N 0.000 abstract 2
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 abstract 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 1
- BXILREUWHCQFES-UHFFFAOYSA-K aluminum;trichloride;hydrochloride Chemical group [Al+3].Cl.[Cl-].[Cl-].[Cl-] BXILREUWHCQFES-UHFFFAOYSA-K 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
- C07C6/123—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of only one hydrocarbon
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The disproportionation of an ethyltoluene to toluene and 3,5-diethyltoluene is effected in the presence of a complex of a solid Friedel-Crafts compound and a hydrogen halide under anhydrous conditions. The preferred feed is a reformate fraction boiling in the range 161-168 DEG C. which also contains mesitylene. The mesitylene is unchanged but forms a complex with the catalyst as does the diethyltoluene. The complex product is preferably extracted with a solvent, e.g. n-heptene to remove toluene and the complex decomposed with water to recover the mesitylene and diethyltoluene. The molar ratio of ethyltoluene to aluminium chloride may be 1-10:1 and reaction is effected at 0-50 DEG C. The preferred catalyst is aluminium chloride-hydrogen chloride.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4126964A GB1044490A (en) | 1964-10-09 | 1964-10-09 | Disproportionation of aromatic hydrocarbons |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4126964A GB1044490A (en) | 1964-10-09 | 1964-10-09 | Disproportionation of aromatic hydrocarbons |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1044490A true GB1044490A (en) | 1966-09-28 |
Family
ID=10418921
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4126964A Expired GB1044490A (en) | 1964-10-09 | 1964-10-09 | Disproportionation of aromatic hydrocarbons |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1044490A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4119677A (en) * | 1975-12-29 | 1978-10-10 | Uop Inc. | Titanium tetrachloride as heterogeneous catalyst for transalkylation of alkylaromatic hydrocarbons |
| US4119675A (en) * | 1975-12-29 | 1978-10-10 | Uop Inc. | Process for transalkylation of alkylaromatic hydrocarbons using a catalyst comprising TiF4 and a metal oxide |
| USD427997S (en) | 1998-09-14 | 2000-07-11 | Dx Antenna Company, Limited | Antenna |
| USD440965S1 (en) | 2000-01-26 | 2001-04-24 | Dx Antenna Company, Limited | Antenna |
-
1964
- 1964-10-09 GB GB4126964A patent/GB1044490A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4119677A (en) * | 1975-12-29 | 1978-10-10 | Uop Inc. | Titanium tetrachloride as heterogeneous catalyst for transalkylation of alkylaromatic hydrocarbons |
| US4119675A (en) * | 1975-12-29 | 1978-10-10 | Uop Inc. | Process for transalkylation of alkylaromatic hydrocarbons using a catalyst comprising TiF4 and a metal oxide |
| US4123468A (en) * | 1975-12-29 | 1978-10-31 | Uop Inc. | Titanium tetrachloride as heterogeneous catalyst for isomerization of alkylaromatic hydrocarbon |
| USD427997S (en) | 1998-09-14 | 2000-07-11 | Dx Antenna Company, Limited | Antenna |
| USD440965S1 (en) | 2000-01-26 | 2001-04-24 | Dx Antenna Company, Limited | Antenna |
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