GB1340760A - Process for the production of bicyclooctene - Google Patents
Process for the production of bicycloocteneInfo
- Publication number
- GB1340760A GB1340760A GB5978771A GB5978771A GB1340760A GB 1340760 A GB1340760 A GB 1340760A GB 5978771 A GB5978771 A GB 5978771A GB 5978771 A GB5978771 A GB 5978771A GB 1340760 A GB1340760 A GB 1340760A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nickel
- compound
- bicyclo
- octene
- allyl
- 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
- 239000003054 catalyst Substances 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 abstract 1
- WGGHTQJCLFQFTA-UHFFFAOYSA-N 1,2,3,3a,4,5-hexahydropentalene Chemical compound C1CC=C2CCCC21 WGGHTQJCLFQFTA-UHFFFAOYSA-N 0.000 abstract 1
- ILPBINAXDRFYPL-UHFFFAOYSA-N 2-octene Chemical compound CCCCCC=CC ILPBINAXDRFYPL-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- -1 aluminium halide Chemical class 0.000 abstract 1
- MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000002815 nickel Chemical class 0.000 abstract 1
- BMGNSKKZFQMGDH-FDGPNNRMSA-L nickel(2+);(z)-4-oxopent-2-en-2-olate Chemical compound [Ni+2].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O BMGNSKKZFQMGDH-FDGPNNRMSA-L 0.000 abstract 1
- 150000002899 organoaluminium compounds Chemical class 0.000 abstract 1
- 150000002902 organometallic compounds Chemical class 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
- B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
- B01J31/2234—Beta-dicarbonyl ligands, e.g. acetylacetonates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
- B01J31/143—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of aluminium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2282—Unsaturated compounds used as ligands
- B01J31/2291—Olefins
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/31—Rearrangement of carbon atoms in the hydrocarbon skeleton changing the number of rings
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
- B01J2231/52—Isomerisation reactions
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/847—Nickel
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1340760 Bicyclo[3,3,0]octene STUDIENGESELLSCHAFT KOHLE mbH 22 Dec 1971 [22 Dec 1970] 59787/71 Heading C5E Bicyclo[3,3,0]octene-2 is prepared by isomerizing cyclooctadiene-1,5 in the presence of a catalyst comprising a mixture of (1) at least one nickel salt and/or at least one organo-nickel compound and (2) at least one halogen-containing organoaluminium compound and/or at least one aluminium halide, there being present at least one organometallic compound. Catalyst components used in the examples are (1) nickel acetylacetonate, #-allyl Ni acetylacetonate, #-allyl Ni bromide and NiCl 2 ; (2) ethyl aluminium sesquichloride, AlBr 3 and Et 2 AlCl.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702063149 DE2063149B2 (en) | 1970-12-22 | 1970-12-22 | Process for the production of bicyclo square brackets to 3,3,0 square brackets to octene (2) from cyclooctadiene (1,5) by isomerization |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1340760A true GB1340760A (en) | 1974-01-30 |
Family
ID=5791844
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5978771A Expired GB1340760A (en) | 1970-12-22 | 1971-12-22 | Process for the production of bicyclooctene |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5613688B1 (en) |
| AT (1) | AT312577B (en) |
| BE (1) | BE777066A (en) |
| BR (1) | BR7108472D0 (en) |
| CA (1) | CA953741A (en) |
| CH (1) | CH561162A5 (en) |
| DE (1) | DE2063149B2 (en) |
| FR (1) | FR2119577A5 (en) |
| GB (1) | GB1340760A (en) |
| IT (1) | IT944133B (en) |
| NL (1) | NL169989C (en) |
| SE (1) | SE372758B (en) |
| YU (1) | YU35330B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4017552A (en) * | 1972-01-20 | 1977-04-12 | The Goodyear Tire & Rubber Company | Bicyclo-[3'3'0]-octa-2-ene formed by isomerizing 1,5-cyclooctadiene |
| JPS59191085U (en) * | 1983-06-03 | 1984-12-18 | 株式会社 ガスタ− | Plate fin type heat absorption part of heat exchanger |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5233902B2 (en) * | 1972-08-21 | 1977-08-31 |
-
1970
- 1970-12-22 DE DE19702063149 patent/DE2063149B2/en active Granted
-
1971
- 1971-12-16 YU YU314771A patent/YU35330B/en unknown
- 1971-12-20 IT IT3261971A patent/IT944133B/en active
- 1971-12-21 AT AT1095871A patent/AT312577B/en active
- 1971-12-21 NL NL7117569A patent/NL169989C/en not_active IP Right Cessation
- 1971-12-21 SE SE1642371A patent/SE372758B/xx unknown
- 1971-12-21 BE BE777066A patent/BE777066A/en not_active IP Right Cessation
- 1971-12-21 FR FR7145985A patent/FR2119577A5/fr not_active Expired
- 1971-12-21 JP JP10405571A patent/JPS5613688B1/ja active Pending
- 1971-12-21 CA CA130,712A patent/CA953741A/en not_active Expired
- 1971-12-21 BR BR847271A patent/BR7108472D0/en unknown
- 1971-12-22 CH CH1874071A patent/CH561162A5/xx not_active IP Right Cessation
- 1971-12-22 GB GB5978771A patent/GB1340760A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2119577A5 (en) | 1972-08-04 |
| BE777066A (en) | 1972-04-17 |
| CA953741A (en) | 1974-08-27 |
| DE2063149A1 (en) | 1972-07-13 |
| YU314771A (en) | 1980-06-30 |
| DE2063149C3 (en) | 1974-06-12 |
| NL169989B (en) | 1982-04-16 |
| SE372758B (en) | 1975-01-13 |
| JPS5613688B1 (en) | 1981-03-30 |
| DE2063149B2 (en) | 1973-11-08 |
| BR7108472D0 (en) | 1973-06-12 |
| CH561162A5 (en) | 1975-04-30 |
| NL169989C (en) | 1982-09-16 |
| NL7117569A (en) | 1972-06-26 |
| IT944133B (en) | 1973-04-20 |
| YU35330B (en) | 1980-12-31 |
| AT312577B (en) | 1974-01-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |