CA1098915A - Nitriles and method for their preparation - Google Patents
Nitriles and method for their preparationInfo
- Publication number
- CA1098915A CA1098915A CA258,267A CA258267A CA1098915A CA 1098915 A CA1098915 A CA 1098915A CA 258267 A CA258267 A CA 258267A CA 1098915 A CA1098915 A CA 1098915A
- Authority
- CA
- Canada
- Prior art keywords
- dimethyl
- hydroxy
- octenenitrile
- double bond
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims abstract description 8
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 150000002825 nitriles Chemical class 0.000 title claims description 6
- LKZJNXXGMPYNJN-UHFFFAOYSA-N 3-hydroxy-3,7-dimethyloct-6-enenitrile Chemical compound CC(C)=CCCC(C)(O)CC#N LKZJNXXGMPYNJN-UHFFFAOYSA-N 0.000 claims abstract description 7
- YHBGMGBMQZUDDZ-UHFFFAOYSA-N 3-hydroxy-3,7-dimethyloctanenitrile Chemical compound CC(C)CCCC(C)(O)CC#N YHBGMGBMQZUDDZ-UHFFFAOYSA-N 0.000 claims abstract description 6
- PODLEZGNDFEEOE-JXMROGBWSA-N (e)-3,7-dimethyloct-2-enenitrile Chemical compound CC(C)CCC\C(C)=C\C#N PODLEZGNDFEEOE-JXMROGBWSA-N 0.000 claims abstract description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 2
- 239000000126 substance Substances 0.000 abstract description 3
- 239000007858 starting material Substances 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 description 7
- 239000000203 mixture Substances 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- HLCSDJLATUNSSI-JXMROGBWSA-N (2e)-3,7-dimethylocta-2,6-dienenitrile Chemical compound CC(C)=CCC\C(C)=C\C#N HLCSDJLATUNSSI-JXMROGBWSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT26221/75A IT1040373B (it) | 1975-08-08 | 1975-08-08 | Nitrili e procedimento per la lord preparazione |
| IT26221A/75 | 1975-08-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1098915A true CA1098915A (en) | 1981-04-07 |
Family
ID=11218973
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA258,267A Expired CA1098915A (en) | 1975-08-08 | 1976-08-02 | Nitriles and method for their preparation |
Country Status (31)
| Country | Link |
|---|---|
| JP (1) | JPS5219623A (cs) |
| AT (1) | AT345780B (cs) |
| AU (1) | AU499775B2 (cs) |
| BE (1) | BE844977A (cs) |
| BG (1) | BG24667A3 (cs) |
| BR (1) | BR7605212A (cs) |
| CA (1) | CA1098915A (cs) |
| CH (1) | CH628024A5 (cs) |
| CS (2) | CS191982B2 (cs) |
| DD (1) | DD125743A5 (cs) |
| DE (1) | DE2635545C3 (cs) |
| DK (1) | DK355576A (cs) |
| ES (1) | ES450918A1 (cs) |
| FR (1) | FR2320289A1 (cs) |
| GB (1) | GB1523028A (cs) |
| HU (2) | HU177537B (cs) |
| IE (1) | IE43510B1 (cs) |
| IN (1) | IN144716B (cs) |
| IT (1) | IT1040373B (cs) |
| LU (1) | LU75553A1 (cs) |
| MX (1) | MX3857E (cs) |
| NL (1) | NL169998C (cs) |
| NO (1) | NO142959C (cs) |
| PL (1) | PL101728B1 (cs) |
| PT (1) | PT65448B (cs) |
| RO (1) | RO69916A (cs) |
| SE (1) | SE7608868L (cs) |
| SU (1) | SU617009A3 (cs) |
| TR (1) | TR19097A (cs) |
| YU (1) | YU192276A (cs) |
| ZA (1) | ZA764471B (cs) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5495821A (en) * | 1977-12-27 | 1979-07-28 | Cummins Engine Co Inc | Method of recirculating part of exhaust gas for reducing pullutant |
| US4277377A (en) * | 1979-03-22 | 1981-07-07 | Bush Boake Allen Limited | Perfume compositions containing dimethyl heptenonitriles |
| US4863631A (en) * | 1988-06-24 | 1989-09-05 | International Flavors & Fragrances Inc. | Dimethyl substituted alkyl nitriles, perfume and bleach compositions containing same organoleptic uses thereof and process intermediates for producing same |
| DE3914391A1 (de) * | 1989-04-29 | 1991-01-17 | Basf Ag | Ss,(gamma)-ungesaettigte nitrile, deren herstellung und verwendung als riechstoffe |
| DE10247966A1 (de) | 2002-10-15 | 2004-05-06 | Symrise Gmbh & Co. Kg | 5,7,7-Trimethyloctannitril |
| CN102131769B (zh) * | 2008-10-13 | 2014-08-27 | 弗门尼舍有限公司 | 作为柠檬味增味剂的化学稳定成分 |
| CN110546247B (zh) * | 2017-04-21 | 2023-02-03 | 西姆莱斯有限公司 | 作为芳香剂的4-乙基-辛烯-2/3-腈 |
-
1975
- 1975-08-08 IT IT26221/75A patent/IT1040373B/it active
-
1976
- 1976-07-26 ZA ZA764471A patent/ZA764471B/xx unknown
- 1976-07-27 IN IN1337/CAL/76A patent/IN144716B/en unknown
- 1976-07-29 AU AU16379/76A patent/AU499775B2/en not_active Expired
- 1976-07-30 TR TR19097A patent/TR19097A/xx unknown
- 1976-08-02 RO RO7687182A patent/RO69916A/ro unknown
- 1976-08-02 CA CA258,267A patent/CA1098915A/en not_active Expired
- 1976-08-04 CH CH997476A patent/CH628024A5/it not_active IP Right Cessation
- 1976-08-04 YU YU01922/76A patent/YU192276A/xx unknown
- 1976-08-04 BG BG033922A patent/BG24667A3/xx unknown
- 1976-08-05 GB GB32731/76A patent/GB1523028A/en not_active Expired
- 1976-08-05 PL PL1976191642A patent/PL101728B1/pl unknown
- 1976-08-05 IE IE1737/76A patent/IE43510B1/en unknown
- 1976-08-05 FR FR7623966A patent/FR2320289A1/fr active Granted
- 1976-08-05 NO NO762718A patent/NO142959C/no unknown
- 1976-08-06 AT AT585476A patent/AT345780B/de active
- 1976-08-06 SU SU762388805A patent/SU617009A3/ru active
- 1976-08-06 DK DK355576A patent/DK355576A/da not_active Application Discontinuation
- 1976-08-06 DD DD194231A patent/DD125743A5/xx unknown
- 1976-08-06 LU LU75553A patent/LU75553A1/xx unknown
- 1976-08-06 SE SE7608868A patent/SE7608868L/xx unknown
- 1976-08-06 JP JP51093265A patent/JPS5219623A/ja active Pending
- 1976-08-06 DE DE2635545A patent/DE2635545C3/de not_active Expired
- 1976-08-06 HU HU76AI283A patent/HU177537B/hu unknown
- 1976-08-06 CS CS765150A patent/CS191982B2/cs unknown
- 1976-08-06 BR BR7605212A patent/BR7605212A/pt unknown
- 1976-08-06 CS CS771757A patent/CS191998B2/cs unknown
- 1976-08-06 HU HU76AI261A patent/HU174410B/hu unknown
- 1976-08-06 PT PT65448A patent/PT65448B/pt unknown
- 1976-08-06 BE BE169635A patent/BE844977A/xx not_active IP Right Cessation
- 1976-08-06 ES ES450918A patent/ES450918A1/es not_active Expired
- 1976-08-06 MX MX762138U patent/MX3857E/es unknown
- 1976-08-09 NL NLAANVRAGE7608847,A patent/NL169998C/xx not_active IP Right Cessation
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |