JPS60325B2 - １，１，１−トリクロロエタンの製法 - Google Patents
１，１，１−トリクロロエタンの製法Info
- Publication number
- JPS60325B2 JPS60325B2 JP50046633A JP4663375A JPS60325B2 JP S60325 B2 JPS60325 B2 JP S60325B2 JP 50046633 A JP50046633 A JP 50046633A JP 4663375 A JP4663375 A JP 4663375A JP S60325 B2 JPS60325 B2 JP S60325B2
- Authority
- JP
- Japan
- Prior art keywords
- chloride
- trichloroethane
- product
- ethylene
- dichloroethane
- 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
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000000047 product Substances 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 23
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 21
- 239000005977 Ethylene Substances 0.000 claims description 21
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 21
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 21
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 21
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims description 19
- 229960003750 ethyl chloride Drugs 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 16
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims description 15
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 14
- KFUSEUYYWQURPO-OWOJBTEDSA-N trans-1,2-dichloroethene Chemical group Cl\C=C\Cl KFUSEUYYWQURPO-OWOJBTEDSA-N 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 13
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 12
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 10
- KFUSEUYYWQURPO-UPHRSURJSA-N cis-1,2-dichloroethene Chemical compound Cl\C=C/Cl KFUSEUYYWQURPO-UPHRSURJSA-N 0.000 claims description 10
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 8
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 6
- 238000000926 separation method Methods 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 5
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 3
- 239000012263 liquid product Substances 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 11
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 11
- 238000004821 distillation Methods 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000005660 chlorination reaction Methods 0.000 description 9
- 238000007038 hydrochlorination reaction Methods 0.000 description 9
- 238000009835 boiling Methods 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 238000007033 dehydrochlorination reaction Methods 0.000 description 4
- 229910001507 metal halide Inorganic materials 0.000 description 4
- 150000005309 metal halides Chemical class 0.000 description 4
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000000110 cooling liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 244000309146 drought grass Species 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- -1 vinyl chloride Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/01—Acyclic saturated compounds containing halogen atoms containing chlorine
- C07C19/043—Chloroethanes
- C07C19/05—Trichloroethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46270174A | 1974-04-22 | 1974-04-22 | |
| US46269274A | 1974-04-22 | 1974-04-22 | |
| US462702 | 1974-04-22 | ||
| US462701 | 1974-04-22 | ||
| US462692 | 1974-04-22 | ||
| US462702A US3927132A (en) | 1974-04-22 | 1974-04-22 | Process for producing 1,1,1-trichloroethane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS50148304A JPS50148304A (enExample) | 1975-11-27 |
| JPS60325B2 true JPS60325B2 (ja) | 1985-01-07 |
Family
ID=27412877
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50046633A Expired JPS60325B2 (ja) | 1974-04-22 | 1975-04-18 | １，１，１−トリクロロエタンの製法 |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS60325B2 (enExample) |
| BR (1) | BR7502411A (enExample) |
| CA (1) | CA1051929A (enExample) |
| DE (1) | DE2516568C2 (enExample) |
| ES (1) | ES436614A1 (enExample) |
| FR (1) | FR2267998B1 (enExample) |
| GB (1) | GB1503987A (enExample) |
| IT (1) | IT1035370B (enExample) |
| NL (1) | NL7504454A (enExample) |
| NO (1) | NO751356L (enExample) |
| SE (1) | SE7504596L (enExample) |
-
1975
- 1975-04-15 NL NL7504454A patent/NL7504454A/xx not_active Application Discontinuation
- 1975-04-15 ES ES436614A patent/ES436614A1/es not_active Expired
- 1975-04-16 DE DE2516568A patent/DE2516568C2/de not_active Expired
- 1975-04-16 CA CA224,711A patent/CA1051929A/en not_active Expired
- 1975-04-16 FR FR7511800A patent/FR2267998B1/fr not_active Expired
- 1975-04-16 NO NO751356A patent/NO751356L/no unknown
- 1975-04-18 JP JP50046633A patent/JPS60325B2/ja not_active Expired
- 1975-04-18 GB GB16152/75A patent/GB1503987A/en not_active Expired
- 1975-04-18 IT IT7549174A patent/IT1035370B/it active
- 1975-04-18 BR BR3065/75A patent/BR7502411A/pt unknown
- 1975-04-21 SE SE7504596A patent/SE7504596L/ not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS50148304A (enExample) | 1975-11-27 |
| FR2267998B1 (enExample) | 1978-09-01 |
| SE7504596L (sv) | 1975-10-23 |
| CA1051929A (en) | 1979-04-03 |
| NO751356L (enExample) | 1975-10-23 |
| DE2516568A1 (de) | 1975-10-30 |
| IT1035370B (it) | 1979-10-20 |
| BR7502411A (pt) | 1976-03-09 |
| AU8021175A (en) | 1976-10-21 |
| GB1503987A (en) | 1978-03-15 |
| FR2267998A1 (enExample) | 1975-11-14 |
| NL7504454A (nl) | 1975-10-24 |
| DE2516568C2 (de) | 1983-11-24 |
| ES436614A1 (es) | 1977-02-01 |
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