CA1031369A - Isomerisation catalytique de methyl-2-butenenitrile-3 en pentenenitrile lineaire - Google Patents
Isomerisation catalytique de methyl-2-butenenitrile-3 en pentenenitrile lineaireInfo
- Publication number
- CA1031369A CA1031369A CA209,960A CA209960A CA1031369A CA 1031369 A CA1031369 A CA 1031369A CA 209960 A CA209960 A CA 209960A CA 1031369 A CA1031369 A CA 1031369A
- Authority
- CA
- Canada
- Prior art keywords
- butenenitrile
- methyl
- catalytic isomerization
- linear pentenenitrile
- pentenenitrile
- 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
- WBAXCOMEMKANRN-UHFFFAOYSA-N 2-methylbut-3-enenitrile Chemical compound C=CC(C)C#N WBAXCOMEMKANRN-UHFFFAOYSA-N 0.000 title 1
- 230000003197 catalytic effect Effects 0.000 title 1
- 238000006317 isomerization reaction Methods 0.000 title 1
- ISBHMJZRKAFTGE-UHFFFAOYSA-N pent-2-enenitrile Chemical compound CCC=CC#N ISBHMJZRKAFTGE-UHFFFAOYSA-N 0.000 title 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- 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
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
-
- 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
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
- B01J31/185—Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof
-
- 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
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
- B01J31/1865—Phosphonites (RP(OR)2), their isomeric phosphinates (R2(RO)P=O) and RO-substitution derivatives thereof
-
- 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
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
- B01J31/1875—Phosphinites (R2P(OR), their isomeric phosphine oxides (R3P=O) and RO-substitution derivatives thereof)
-
- 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
-
- 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
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
-
- 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)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00401073A US3852328A (en) | 1973-09-26 | 1973-09-26 | Catalytic isomerization of 2-methyl-3-butenenitrile to a linear pentenenitrile |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1031369A true CA1031369A (fr) | 1978-05-16 |
Family
ID=23586171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA209,960A Expired CA1031369A (fr) | 1973-09-26 | 1974-09-24 | Isomerisation catalytique de methyl-2-butenenitrile-3 en pentenenitrile lineaire |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3852328A (fr) |
| JP (1) | JPS5821910B2 (fr) |
| BE (1) | BE820307A (fr) |
| CA (1) | CA1031369A (fr) |
| DE (1) | DE2445680C2 (fr) |
| FR (1) | FR2244754B1 (fr) |
| GB (1) | GB1432716A (fr) |
| IT (1) | IT1022319B (fr) |
| NL (1) | NL7412666A (fr) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3852329A (en) * | 1973-10-02 | 1974-12-03 | Du Pont | Process for isomerization of 2-methyl-3-butene-nitrile to a linear pentenenitrile |
| EP0001506A1 (fr) * | 1977-10-11 | 1979-04-18 | Imperial Chemical Industries Plc | Procédé de production de nitriles organiques |
| JPS55501178A (fr) * | 1979-02-12 | 1980-12-25 | ||
| US4298546A (en) * | 1980-08-05 | 1981-11-03 | E. I. Du Pont De Nemours And Company | Isomerization of 2-methyl-3-butenenitrile |
| JPH0515752A (ja) * | 1991-07-10 | 1993-01-26 | Ikebukuro Horo Kogyo Kk | 気液撹拌方法 |
| DE69412635T2 (de) * | 1993-11-23 | 1999-04-15 | E.I. Du Pont De Nemours And Co., Wilmington, Del. | Verfahren und katalysator-zusammensetzungen für die anlagerung von cyanwassenstoff an monoolefine |
| ATE196745T1 (de) | 1994-04-14 | 2000-10-15 | Du Pont | Nickel und phosphinebidentat enthaltende katalysatorzusammen- setzungen zur hydrocyanierung von monoolefinen |
| US5512696A (en) * | 1995-07-21 | 1996-04-30 | E. I. Du Pont De Nemours And Company | Hydrocyanation process and multidentate phosphite and nickel catalyst composition therefor |
| TW315370B (fr) * | 1994-10-07 | 1997-09-11 | Du Pont | |
| US5440067A (en) * | 1994-11-18 | 1995-08-08 | E. I. Dupont De Nemours And Company | Catalyzed gas phase isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles |
| US5821378A (en) * | 1995-01-27 | 1998-10-13 | E. I. Du Pont De Nemours And Company | Hydrocyanation of diolefins and isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles |
| IN187044B (fr) * | 1995-01-27 | 2002-01-05 | Du Pont | |
| DE19953058A1 (de) * | 1999-11-03 | 2001-05-10 | Basf Ag | Phosphite |
| FR2850966B1 (fr) | 2003-02-10 | 2005-03-18 | Rhodia Polyamide Intermediates | Procede de fabrication de composes dinitriles |
| FR2854892B1 (fr) | 2003-05-12 | 2005-06-24 | Rhodia Polyamide Intermediates | Procede de fabrication de dinitriles |
| FR2854891B1 (fr) | 2003-05-12 | 2006-07-07 | Rhodia Polyamide Intermediates | Procede de preparation de dinitriles |
| CA2644961A1 (fr) | 2006-03-17 | 2007-09-27 | Invista Technologies S.A.R.L. | Procede pour purifier des triorganophosphites grace au traitement a l'aide d'un adjuvant basique |
| US7709674B2 (en) | 2006-07-14 | 2010-05-04 | Invista North America S.A R.L | Hydrocyanation process with reduced yield losses |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3536748A (en) * | 1965-11-23 | 1970-10-27 | Du Pont | Catalytic isomerization of 2-methyl-3-butenenitrile to linear pentenenitriles |
| GB1210969A (en) * | 1967-10-26 | 1970-11-04 | Du Pont | Isomerization of 2-methyl-3-butenenitrile to linear pentenenitriles |
| NL7002580A (fr) * | 1969-03-03 | 1970-09-07 | ||
| NL7017965A (fr) * | 1969-12-17 | 1971-06-21 | ||
| US3676481A (en) * | 1970-06-29 | 1972-07-11 | Du Pont | Catalytic isomerization of 2-methyl-3-butenenitrile to linear pentenenitriles in the presence of certain metal salt and/or tri(hydrocarbyl)boron promoters |
-
1973
- 1973-09-26 US US00401073A patent/US3852328A/en not_active Expired - Lifetime
-
1974
- 1974-09-24 CA CA209,960A patent/CA1031369A/fr not_active Expired
- 1974-09-25 GB GB4170374A patent/GB1432716A/en not_active Expired
- 1974-09-25 DE DE2445680A patent/DE2445680C2/de not_active Expired
- 1974-09-25 BE BE148861A patent/BE820307A/fr not_active IP Right Cessation
- 1974-09-25 FR FR7432325A patent/FR2244754B1/fr not_active Expired
- 1974-09-25 JP JP49109628A patent/JPS5821910B2/ja not_active Expired
- 1974-09-25 NL NL7412666A patent/NL7412666A/xx not_active Application Discontinuation
- 1974-09-25 IT IT27714/74A patent/IT1022319B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| FR2244754B1 (fr) | 1979-02-02 |
| FR2244754A1 (fr) | 1975-04-18 |
| BE820307A (fr) | 1975-03-25 |
| JPS5821910B2 (ja) | 1983-05-04 |
| DE2445680C2 (de) | 1985-09-19 |
| NL7412666A (nl) | 1975-04-01 |
| JPS5059325A (fr) | 1975-05-22 |
| GB1432716A (en) | 1976-04-22 |
| IT1022319B (it) | 1978-03-20 |
| US3852328A (en) | 1974-12-03 |
| DE2445680A1 (de) | 1975-03-27 |
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