GB1403966A - Unsaturated compounds and process - Google Patents
Unsaturated compounds and processInfo
- Publication number
- GB1403966A GB1403966A GB5612673A GB5612673A GB1403966A GB 1403966 A GB1403966 A GB 1403966A GB 5612673 A GB5612673 A GB 5612673A GB 5612673 A GB5612673 A GB 5612673A GB 1403966 A GB1403966 A GB 1403966A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dimerization
- dimerizing
- compound
- octatriene
- myrcene
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 4
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 abstract 4
- 238000006471 dimerization reaction Methods 0.000 abstract 4
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 abstract 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 abstract 2
- 230000000447 dimerizing effect Effects 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- SBGGDWHDXXZMBR-FNORWQNLSA-N (3e)-2,7-dimethylocta-1,3,7-triene Chemical compound CC(=C)CC\C=C\C(C)=C SBGGDWHDXXZMBR-FNORWQNLSA-N 0.000 abstract 1
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 abstract 1
- VRTXQARILGCHMM-UHFFFAOYSA-N 2,3,6,7-tetramethylocta-1,3,7-triene Chemical compound CC(=C)C(C)CC=C(C)C(C)=C VRTXQARILGCHMM-UHFFFAOYSA-N 0.000 abstract 1
- 229910002651 NO3 Inorganic materials 0.000 abstract 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001993 dienes Chemical class 0.000 abstract 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 1
- WXHIJDCHNDBCNY-UHFFFAOYSA-N palladium dihydride Chemical compound [PdH2] WXHIJDCHNDBCNY-UHFFFAOYSA-N 0.000 abstract 1
- MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical compound [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0007—Aliphatic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/38—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of dienes or alkynes
- C07C2/40—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of dienes or alkynes of conjugated dienes
- C07C2/403—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/38—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of dienes or alkynes
- C07C2/40—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of dienes or alkynes of conjugated dienes
- C07C2/403—Catalytic processes
- C07C2/406—Catalytic processes with hydrides or organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/24—Nitrogen compounds
- C07C2527/25—Nitrates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/22—Organic complexes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1403966 Dimerizing conjugated dienes L GIVAUDAN & CIE SA 4 Dec 1973 [5 Dec 1972] 56126/73 Heading C5E [Also in Division C2] Unsaturated hydrocarbons of the general formula in which R<SP>1</SP>, R<SP>2</SP>, R<SP>3</SP> and R<SP>4</SP> are each H or a C 1 -C 7 alkyl or alkenyl with the proviso that only one of R<SP>1</SP> and R<SP>4</SP> represents H are prepared either by (a) dimerizing a compound where R<SP>11</SP> is a C 1 -C 7 alkyl or alkenyl group; or (b) co-dimerizing such a compound with a compound CH 2 = CR<SP>3</SP>.CR<SP>4</SP> = CH 2 in the presence of a salt or co-ordination complex of palladium (II). The reaction may be carried out at 20-200‹ C. Preferred catalysts are complexes of triphenyl phosphine with Pd(II)- acetylacetonate or with Pd(II)nitrate. Examples describe the dimerization of isoprene to give 2,7-dimethyl-1,3,7-octatriene; the dimerization of 2,3-dimethyl-1,3-butadiene to give 2,3,6,7-tetramethyl-1,3,7-octatriene; the co-dimerization of isoprene and myrcene; and the co-dimerization of butadiene and myrcene.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1765672A CH576405A5 (en) | 1972-12-05 | 1972-12-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1403966A true GB1403966A (en) | 1975-08-28 |
Family
ID=4427088
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5612673A Expired GB1403966A (en) | 1972-12-05 | 1973-12-04 | Unsaturated compounds and process |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS5754486B2 (en) |
| CH (1) | CH576405A5 (en) |
| DE (1) | DE2359100A1 (en) |
| FR (1) | FR2208867B1 (en) |
| GB (1) | GB1403966A (en) |
| NL (1) | NL7315450A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10647631B2 (en) * | 2015-01-12 | 2020-05-12 | Total Raffinage Chimie | Catalytic process for diene dimerization |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5114310A (en) * | 1974-07-26 | 1976-02-04 | Sharp Kk | HETSUDOKUDO HOSHIKI |
-
1972
- 1972-12-05 CH CH1765672A patent/CH576405A5/xx not_active IP Right Cessation
-
1973
- 1973-11-12 NL NL7315450A patent/NL7315450A/xx not_active Application Discontinuation
- 1973-11-21 JP JP48131159A patent/JPS5754486B2/ja not_active Expired
- 1973-11-27 DE DE19732359100 patent/DE2359100A1/en not_active Ceased
- 1973-12-04 FR FR7343203A patent/FR2208867B1/fr not_active Expired
- 1973-12-04 GB GB5612673A patent/GB1403966A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10647631B2 (en) * | 2015-01-12 | 2020-05-12 | Total Raffinage Chimie | Catalytic process for diene dimerization |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2208867B1 (en) | 1979-02-09 |
| JPS4986302A (en) | 1974-08-19 |
| NL7315450A (en) | 1974-06-07 |
| JPS5754486B2 (en) | 1982-11-18 |
| FR2208867A1 (en) | 1974-06-28 |
| DE2359100A1 (en) | 1974-06-12 |
| CH576405A5 (en) | 1976-06-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |