DE1117107B - Verfahren zur Herstellung von 1-Chlor-3-methyl-buten-(2) - Google Patents
Verfahren zur Herstellung von 1-Chlor-3-methyl-buten-(2)Info
- Publication number
- DE1117107B DE1117107B DE1958M0039833 DEM0039833A DE1117107B DE 1117107 B DE1117107 B DE 1117107B DE 1958M0039833 DE1958M0039833 DE 1958M0039833 DE M0039833 A DEM0039833 A DE M0039833A DE 1117107 B DE1117107 B DE 1117107B
- Authority
- DE
- Germany
- Prior art keywords
- chloro
- butene
- methyl
- hydrochloric acid
- preparation
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 11
- MXVSJNLRVLKAOG-UHFFFAOYSA-N 1-chloro-3-methylbut-1-ene Chemical compound CC(C)C=CCl MXVSJNLRVLKAOG-UHFFFAOYSA-N 0.000 title claims description 10
- 238000002360 preparation method Methods 0.000 title claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 23
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 2
- 238000003756 stirring Methods 0.000 description 5
- 239000012043 crude product Substances 0.000 description 4
- JPTOCTSNXXKSSN-UHFFFAOYSA-N methylheptenone Chemical compound CCCC=CC(=O)CC JPTOCTSNXXKSSN-UHFFFAOYSA-N 0.000 description 4
- 239000012044 organic layer Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 1
- KECJPTAJLDCQHM-UHFFFAOYSA-N 3-chloro-3-methylbut-1-ene Chemical compound CC(C)(Cl)C=C KECJPTAJLDCQHM-UHFFFAOYSA-N 0.000 description 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 1
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229940043350 citral Drugs 0.000 description 1
- 235000000484 citronellol Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C21/00—Acyclic unsaturated compounds containing halogen atoms
- C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
- C07C21/04—Chloro-alkenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
- C07C17/08—Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70028857A | 1957-12-03 | 1957-12-03 | |
| US70350957A | 1957-12-18 | 1957-12-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1117107B true DE1117107B (de) | 1961-11-16 |
Family
ID=27106585
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1958M0039833 Pending DE1117107B (de) | 1957-12-03 | 1958-12-03 | Verfahren zur Herstellung von 1-Chlor-3-methyl-buten-(2) |
Country Status (5)
| Country | Link |
|---|---|
| CH (1) | CH376492A (cg-RX-API-DMAC10.html) |
| DE (1) | DE1117107B (cg-RX-API-DMAC10.html) |
| FR (1) | FR1223350A (cg-RX-API-DMAC10.html) |
| GB (1) | GB855696A (cg-RX-API-DMAC10.html) |
| NL (1) | NL105087C (cg-RX-API-DMAC10.html) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4036899A (en) * | 1976-01-20 | 1977-07-19 | Uop Inc. | Synthesis of prenyl chloride |
| CN109232212B (zh) * | 2018-09-28 | 2021-09-03 | 万华化学集团股份有限公司 | 一种由异戊烯醇合成甲基庚烯酮的方法 |
| CN111004086A (zh) * | 2019-12-17 | 2020-04-14 | 南通天泽化工有限公司 | 一种1-氯-3-甲基-2-丁烯的连续化生产工艺 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2573695A (en) * | 1945-10-03 | 1951-11-06 | Publicker Ind Inc | Hydrohalogenation of olefins |
-
0
- NL NL105087D patent/NL105087C/xx active
-
1958
- 1958-11-28 FR FR780362A patent/FR1223350A/fr not_active Expired
- 1958-12-03 GB GB3905158A patent/GB855696A/en not_active Expired
- 1958-12-03 DE DE1958M0039833 patent/DE1117107B/de active Pending
- 1958-12-03 CH CH6693658A patent/CH376492A/fr unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2573695A (en) * | 1945-10-03 | 1951-11-06 | Publicker Ind Inc | Hydrohalogenation of olefins |
Also Published As
| Publication number | Publication date |
|---|---|
| GB855696A (en) | 1960-12-07 |
| FR1223350A (fr) | 1960-06-16 |
| CH376492A (fr) | 1964-04-15 |
| NL105087C (cg-RX-API-DMAC10.html) |
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