GB1019150A - Improvements in or relating to the manufacture of 1,2,3,4-tetrachlorobutane - Google Patents
Improvements in or relating to the manufacture of 1,2,3,4-tetrachlorobutaneInfo
- Publication number
- GB1019150A GB1019150A GB2874963A GB2874963A GB1019150A GB 1019150 A GB1019150 A GB 1019150A GB 2874963 A GB2874963 A GB 2874963A GB 2874963 A GB2874963 A GB 2874963A GB 1019150 A GB1019150 A GB 1019150A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tetrachlorobutane
- isomer
- ferric chloride
- silica gel
- reaction
- 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
- IXZVKECRTHXEEW-UHFFFAOYSA-N 1,2,3,4-tetrachlorobutane Chemical compound ClCC(Cl)C(Cl)CCl IXZVKECRTHXEEW-UHFFFAOYSA-N 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 abstract 3
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 abstract 3
- 239000007787 solid Substances 0.000 abstract 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 abstract 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000000741 silica gel Substances 0.000 abstract 2
- 229910002027 silica gel Inorganic materials 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- LIFLRQVHKGGNSG-UHFFFAOYSA-N 2,3-dichlorobuta-1,3-diene Chemical compound ClC(=C)C(Cl)=C LIFLRQVHKGGNSG-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 229910000019 calcium carbonate Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/02—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Abstract
1,2,3,4-Tetrachlorobutane having a predominant proportion of the solid isomer is prepared by reacting butadiene with chlorine in a dispersion in an inert liquid solvent of between 0.1 and 20% by weight of ferric chloride which is supported on a silica gel carrier. The solvent may be, for example, carbon tetrachloride or sym-tetrachloroethane but more conveniently is 1,2,3,4-tetrachlorobutane initially added to the reactants ans supplemented by the liquid isomer and, if the reaction temperature is above 60 DEG C., the solid isomer product in the molten state. The ferric chloride on silica gel catalyst may conveniently contain 5 to 15% by weight of ferric chloride and the reaction may be performed in the presence of a hydrogen chloride acceptor, e.g. calcium carbonate. The solid isomer, which may be isolated from the reaction product by filtration, may be dehydrochlorinated to form 2,3-dichlorobutadiene.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2874963A GB1019150A (en) | 1963-07-19 | 1963-07-19 | Improvements in or relating to the manufacture of 1,2,3,4-tetrachlorobutane |
| FR982188A FR1401076A (en) | 1963-07-19 | 1964-07-18 | Process for preparing 1, 2, 3, 4-tetrachlorobutane |
| DE1964B0077751 DE1240057B (en) | 1963-07-19 | 1964-07-20 | Process for the production of 1, 2, 3, 4-tetra-chlorobutane |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2874963A GB1019150A (en) | 1963-07-19 | 1963-07-19 | Improvements in or relating to the manufacture of 1,2,3,4-tetrachlorobutane |
| GB2874964 | 1964-07-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1019150A true GB1019150A (en) | 1966-02-02 |
Family
ID=26259542
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2874963A Expired GB1019150A (en) | 1963-07-19 | 1963-07-19 | Improvements in or relating to the manufacture of 1,2,3,4-tetrachlorobutane |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1240057B (en) |
| GB (1) | GB1019150A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019106972A1 (en) | 2017-11-30 | 2019-06-06 | 昭和電工株式会社 | 1,2,3,4-tetrachlorobutane production method |
| WO2019181439A1 (en) | 2018-03-20 | 2019-09-26 | 昭和電工株式会社 | Method and apparatus for producing 1,2,3,4-tetrachlorobutane |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3432720A1 (en) * | 1984-09-06 | 1986-03-06 | Hüls AG, 4370 Marl | METHOD FOR PRODUCING 1,2,3-TRICHLOROPROPANE |
-
1963
- 1963-07-19 GB GB2874963A patent/GB1019150A/en not_active Expired
-
1964
- 1964-07-20 DE DE1964B0077751 patent/DE1240057B/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019106972A1 (en) | 2017-11-30 | 2019-06-06 | 昭和電工株式会社 | 1,2,3,4-tetrachlorobutane production method |
| CN111212823A (en) * | 2017-11-30 | 2020-05-29 | 昭和电工株式会社 | Method for producing 1,2,3, 4-tetrachlorobutane |
| EP3718994A4 (en) * | 2017-11-30 | 2021-02-24 | Showa Denko K.K. | PROCESS FOR THE PRODUCTION OF 1,2,3,4-TETRACHLOROBUTANE |
| US10995046B2 (en) | 2017-11-30 | 2021-05-04 | Showa Denko K.K. | Process for producing 1,2,3,4-tetrachlorobutane |
| CN111212823B (en) * | 2017-11-30 | 2022-06-24 | 昭和电工株式会社 | Method for producing 1,2,3, 4-tetrachlorobutane |
| WO2019181439A1 (en) | 2018-03-20 | 2019-09-26 | 昭和電工株式会社 | Method and apparatus for producing 1,2,3,4-tetrachlorobutane |
| US11168043B2 (en) | 2018-03-20 | 2021-11-09 | Showa Denko K.K. | Method and apparatus for producing 1,2,3,4-tetrachlorobutane |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1240057B (en) | 1967-05-11 |
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