GB687266A - Method of making 3-methyl-4-chloro-alpha-methylstyrene - Google Patents
Method of making 3-methyl-4-chloro-alpha-methylstyreneInfo
- Publication number
- GB687266A GB687266A GB30046/48A GB3004648A GB687266A GB 687266 A GB687266 A GB 687266A GB 30046/48 A GB30046/48 A GB 30046/48A GB 3004648 A GB3004648 A GB 3004648A GB 687266 A GB687266 A GB 687266A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methylstyrene
- chloro
- methyl
- isopropylbenzene
- alpha
- 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
- MAOUVPKUOXOEJR-UHFFFAOYSA-N 1-chloro-2-methyl-4-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=C(Cl)C(C)=C1 MAOUVPKUOXOEJR-UHFFFAOYSA-N 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 abstract 2
- OCFXNUNCMJFLML-UHFFFAOYSA-N 1-(chloromethyl)-3-propan-2-ylbenzene Chemical compound CC(C)C1=CC=CC(CCl)=C1 OCFXNUNCMJFLML-UHFFFAOYSA-N 0.000 abstract 1
- IBSQPLPBRSHTTG-UHFFFAOYSA-N 1-chloro-2-methylbenzene Chemical compound CC1=CC=CC=C1Cl IBSQPLPBRSHTTG-UHFFFAOYSA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000006356 dehydrogenation reaction Methods 0.000 abstract 1
- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/12—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
- C07C17/357—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by dehydrogenation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/24—Halogenated aromatic hydrocarbons with unsaturated side chains
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A product consisting substantially of 4-chloro-3-methyl-a -methylstyrene which may contain varying amounts of 3-chloro-4-methyl-a -methylstyrene is prepared by isopropylating o - chlorotoluene with propylene, isopropyl chloride, isopropyl alcohol, or a mixture of the first two of these in presence of an acidic catalyst, and then dehydrogenating the resultant isopropylbenzene. The proportion of 3-chloromethyl-isopropylbenzene formed increases with reaction temperature and the quantity of catalyst used in the alkylation reaction. An example is given of the process; the dehydrogenation is done catalytically in the vapour phase. Specifications 510,450 and 687,265, [Group IV (a)], are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US979722XA | 1948-04-22 | 1948-04-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB687266A true GB687266A (en) | 1953-02-11 |
Family
ID=22265990
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30046/48A Expired GB687266A (en) | 1948-04-22 | 1948-11-18 | Method of making 3-methyl-4-chloro-alpha-methylstyrene |
Country Status (3)
| Country | Link |
|---|---|
| DE (2) | DE864094C (en) |
| FR (2) | FR979724A (en) |
| GB (1) | GB687266A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4230642A (en) * | 1978-02-27 | 1980-10-28 | Ishihara Sangyo Kaisha Limited | Process for producing 3,5-dichloro-α-methylstyrene |
-
1948
- 1948-11-18 GB GB30046/48A patent/GB687266A/en not_active Expired
-
1949
- 1949-01-27 FR FR979724D patent/FR979724A/en not_active Expired
- 1949-01-27 FR FR979722D patent/FR979722A/en not_active Expired
- 1949-04-07 DE DEP39108A patent/DE864094C/en not_active Expired
- 1949-04-07 DE DEP39110D patent/DE895594C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4230642A (en) * | 1978-02-27 | 1980-10-28 | Ishihara Sangyo Kaisha Limited | Process for producing 3,5-dichloro-α-methylstyrene |
Also Published As
| Publication number | Publication date |
|---|---|
| FR979724A (en) | 1951-05-02 |
| DE895594C (en) | 1953-11-05 |
| DE864094C (en) | 1953-01-22 |
| FR979722A (en) | 1951-05-02 |
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