NL8302764A - 1-chloor-3,5,7-trimethyl-2,6-octadieen en werkwijze ter bereiding daarvan. - Google Patents
1-chloor-3,5,7-trimethyl-2,6-octadieen en werkwijze ter bereiding daarvan. Download PDFInfo
- Publication number
- NL8302764A NL8302764A NL8302764A NL8302764A NL8302764A NL 8302764 A NL8302764 A NL 8302764A NL 8302764 A NL8302764 A NL 8302764A NL 8302764 A NL8302764 A NL 8302764A NL 8302764 A NL8302764 A NL 8302764A
- Authority
- NL
- Netherlands
- Prior art keywords
- octadiene
- chloro
- trimethyl
- change
- line
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 14
- XBEDXFHHUBZRPT-UHFFFAOYSA-N 1-chloro-3,5,7-trimethylocta-2,6-diene Chemical compound CC(C)=CC(C)CC(C)=CCCl XBEDXFHHUBZRPT-UHFFFAOYSA-N 0.000 title description 15
- 238000002360 preparation method Methods 0.000 title description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 16
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 7
- YZOPWNASQGPFJR-UHFFFAOYSA-N 2-chlorohex-2-ene Chemical class CCCC=C(C)Cl YZOPWNASQGPFJR-UHFFFAOYSA-N 0.000 claims description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 claims description 5
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 5
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 4
- 239000011592 zinc chloride Substances 0.000 claims description 4
- 235000005074 zinc chloride Nutrition 0.000 claims description 4
- 239000004922 lacquer Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000003205 fragrance Substances 0.000 description 6
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000000543 intermediate Substances 0.000 description 4
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- -1 trimethyloctadiene halogen Chemical class 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 235000013877 carbamide Nutrition 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- NKNYZKFBNQUWTM-UHFFFAOYSA-N 1-chloropent-1-ene Chemical compound CCCC=CCl NKNYZKFBNQUWTM-UHFFFAOYSA-N 0.000 description 1
- PRAXCYAPNORDCK-UHFFFAOYSA-N 2,3,6-trimethylocta-2,6-diene Chemical compound CC=C(C)CCC(C)=C(C)C PRAXCYAPNORDCK-UHFFFAOYSA-N 0.000 description 1
- NYLLXNQVLXRFAY-UHFFFAOYSA-N 2,5,6-trimethylocta-2,6-diene Chemical compound CC(=CC)C(CC=C(C)C)C NYLLXNQVLXRFAY-UHFFFAOYSA-N 0.000 description 1
- QSECOVYXWNLUTE-UHFFFAOYSA-N 3,7,7-trimethylocta-2,4-diene Chemical compound CC=C(C)C=CCC(C)(C)C QSECOVYXWNLUTE-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- JZQOJFLIJNRDHK-CMDGGOBGSA-N alpha-irone Chemical compound CC1CC=C(C)C(\C=C\C(C)=O)C1(C)C JZQOJFLIJNRDHK-CMDGGOBGSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005303 weighing Methods 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
- C07C21/19—Halogenated dienes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
- C07C17/275—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of hydrocarbons and halogenated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH4102/83A CH655087A5 (en) | 1983-07-22 | 1983-07-26 | 1-Chloro-3,5,7-trimethyl-2,6-octadiene and process for its preparation |
| GB08320206A GB2144117B (en) | 1983-07-22 | 1983-07-27 | 1-chloro-3,5,7-trimethyl-2,6-octadiene and method for preparing same |
| DE19833327305 DE3327305A1 (de) | 1983-07-22 | 1983-07-28 | 1-chlor-3,5,7-trimethyl-2,6-oktadien und verfahren zu seiner herstellung |
| NL8302764A NL8302764A (nl) | 1983-07-22 | 1983-08-04 | 1-chloor-3,5,7-trimethyl-2,6-octadieen en werkwijze ter bereiding daarvan. |
| FR8313455A FR2550784B1 (fr) | 1983-07-22 | 1983-08-18 | Chloro-1-trimethyl-3,5,7-octadiene-2,6 et son procede de preparation |
Applications Claiming Priority (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT269083 | 1983-07-22 | ||
| AT269083A AT379375B (de) | 1983-07-22 | 1983-07-22 | Verfahren zur herstellung des neuen 1-chlor-3,5,7-trimethyl-2,6-octadiens |
| CH4102/83A CH655087A5 (en) | 1983-07-22 | 1983-07-26 | 1-Chloro-3,5,7-trimethyl-2,6-octadiene and process for its preparation |
| CH410283 | 1983-07-26 | ||
| GB08320206A GB2144117B (en) | 1983-07-22 | 1983-07-27 | 1-chloro-3,5,7-trimethyl-2,6-octadiene and method for preparing same |
| GB8320206 | 1983-07-27 | ||
| DE3327305 | 1983-07-28 | ||
| DE19833327305 DE3327305A1 (de) | 1983-07-22 | 1983-07-28 | 1-chlor-3,5,7-trimethyl-2,6-oktadien und verfahren zu seiner herstellung |
| NL8302764 | 1983-08-04 | ||
| NL8302764A NL8302764A (nl) | 1983-07-22 | 1983-08-04 | 1-chloor-3,5,7-trimethyl-2,6-octadieen en werkwijze ter bereiding daarvan. |
| FR8313455A FR2550784B1 (fr) | 1983-07-22 | 1983-08-18 | Chloro-1-trimethyl-3,5,7-octadiene-2,6 et son procede de preparation |
| FR8313455 | 1983-08-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8302764A true NL8302764A (nl) | 1985-03-01 |
Family
ID=27542409
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8302764A NL8302764A (nl) | 1983-07-22 | 1983-08-04 | 1-chloor-3,5,7-trimethyl-2,6-octadieen en werkwijze ter bereiding daarvan. |
Country Status (5)
| Country | Link |
|---|---|
| CH (1) | CH655087A5 (enrdf_load_stackoverflow) |
| DE (1) | DE3327305A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2550784B1 (enrdf_load_stackoverflow) |
| GB (1) | GB2144117B (enrdf_load_stackoverflow) |
| NL (1) | NL8302764A (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5283383A (en) * | 1992-02-13 | 1994-02-01 | The United States Of America As Represented By The Department Of Health And Human Services | Antitumor compound, compositions and method of use |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3813450A (en) * | 1972-02-11 | 1974-05-28 | Universal Oil Prod Co | Preparation of geranyl compounds |
-
1983
- 1983-07-26 CH CH4102/83A patent/CH655087A5/de not_active IP Right Cessation
- 1983-07-27 GB GB08320206A patent/GB2144117B/en not_active Expired
- 1983-07-28 DE DE19833327305 patent/DE3327305A1/de active Granted
- 1983-08-04 NL NL8302764A patent/NL8302764A/nl not_active Application Discontinuation
- 1983-08-18 FR FR8313455A patent/FR2550784B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB2144117A (en) | 1985-02-27 |
| FR2550784B1 (fr) | 1985-11-29 |
| GB8320206D0 (en) | 1983-09-01 |
| GB2144117B (en) | 1987-04-15 |
| DE3327305C2 (enrdf_load_stackoverflow) | 1990-02-22 |
| FR2550784A1 (fr) | 1985-02-22 |
| CH655087A5 (en) | 1986-03-27 |
| DE3327305A1 (de) | 1985-02-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| BA | A request for search or an international-type search has been filed | ||
| BB | A search report has been drawn up | ||
| BC | A request for examination has been filed | ||
| BV | The patent application has lapsed |