IE43510B1 - Nitrile and production of nitriles - Google Patents
Nitrile and production of nitrilesInfo
- Publication number
- IE43510B1 IE43510B1 IE1737/76A IE173776A IE43510B1 IE 43510 B1 IE43510 B1 IE 43510B1 IE 1737/76 A IE1737/76 A IE 1737/76A IE 173776 A IE173776 A IE 173776A IE 43510 B1 IE43510 B1 IE 43510B1
- Authority
- IE
- Ireland
- Prior art keywords
- chg
- compound
- dimethyl
- nitrile
- hydroxy
- Prior art date
Links
- 150000002825 nitriles Chemical class 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims description 8
- PODLEZGNDFEEOE-UHFFFAOYSA-N 3,7-dimethyloct-2-enenitrile Chemical compound CC(C)CCCC(C)=CC#N PODLEZGNDFEEOE-UHFFFAOYSA-N 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- YHBGMGBMQZUDDZ-UHFFFAOYSA-N 3-hydroxy-3,7-dimethyloctanenitrile Chemical compound CC(C)CCCC(C)(O)CC#N YHBGMGBMQZUDDZ-UHFFFAOYSA-N 0.000 claims description 3
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 1
- 101150065749 Churc1 gene Proteins 0.000 claims 1
- 102100038239 Protein Churchill Human genes 0.000 claims 1
- 238000007664 blowing Methods 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract description 3
- LKZJNXXGMPYNJN-UHFFFAOYSA-N 3-hydroxy-3,7-dimethyloct-6-enenitrile Chemical compound CC(C)=CCCC(C)(O)CC#N LKZJNXXGMPYNJN-UHFFFAOYSA-N 0.000 abstract description 2
- 230000018044 dehydration Effects 0.000 abstract description 2
- 238000006297 dehydration reaction Methods 0.000 abstract description 2
- YSIMAPNUZAVQER-UHFFFAOYSA-N octanenitrile Chemical compound CCCCCCCC#N YSIMAPNUZAVQER-UHFFFAOYSA-N 0.000 abstract 2
- PODLEZGNDFEEOE-JXMROGBWSA-N (e)-3,7-dimethyloct-2-enenitrile Chemical compound CC(C)CCC\C(C)=C\C#N PODLEZGNDFEEOE-JXMROGBWSA-N 0.000 abstract 1
- -1 nitrile compound Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 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
- 239000002904 solvent Substances 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
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 239000000126 substance 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
- HLCSDJLATUNSSI-UHFFFAOYSA-N 3,7-dimethylocta-2,6-dienenitrile Chemical compound CC(C)=CCCC(C)=CC#N HLCSDJLATUNSSI-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 101000913968 Ipomoea purpurea Chalcone synthase C Proteins 0.000 description 1
- 101000907988 Petunia hybrida Chalcone-flavanone isomerase C Proteins 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 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)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT26221/75A IT1040373B (it) | 1975-08-08 | 1975-08-08 | Nitrili e procedimento per la lord preparazione |
Publications (2)
Publication Number | Publication Date |
---|---|
IE43510L IE43510L (en) | 1977-02-08 |
IE43510B1 true IE43510B1 (en) | 1981-03-11 |
Family
ID=11218973
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IE1737/76A IE43510B1 (en) | 1975-08-08 | 1976-08-05 | Nitrile and production of nitriles |
Country Status (31)
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 |
EP2346816B1 (en) * | 2008-10-13 | 2013-01-23 | Firmenich S.A. | Chemically stable ingredients as lemon odorant |
WO2018192665A1 (de) * | 2017-04-21 | 2018-10-25 | Symrise Ag | 4-ethyl-octen-2/3-nitril als riechstoff |
-
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 BG BG033922A patent/BG24667A3/xx unknown
- 1976-08-04 CH CH997476A patent/CH628024A5/it not_active IP Right Cessation
- 1976-08-04 YU YU01922/76A patent/YU192276A/xx unknown
- 1976-08-05 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
- 1976-08-05 GB GB32731/76A patent/GB1523028A/en not_active Expired
- 1976-08-05 PL PL1976191642A patent/PL101728B1/pl unknown
- 1976-08-06 CS CS765150A patent/CS191982B2/cs unknown
- 1976-08-06 LU LU75553A patent/LU75553A1/xx unknown
- 1976-08-06 SE SE7608868A patent/SE7608868L/xx unknown
- 1976-08-06 AT AT585476A patent/AT345780B/de active
- 1976-08-06 HU HU76AI261A patent/HU174410B/hu unknown
- 1976-08-06 DK DK355576A patent/DK355576A/da not_active Application Discontinuation
- 1976-08-06 SU SU762388805A patent/SU617009A3/ru active
- 1976-08-06 HU HU76AI283A patent/HU177537B/hu unknown
- 1976-08-06 JP JP51093265A patent/JPS5219623A/ja active Pending
- 1976-08-06 MX MX762138U patent/MX3857E/es unknown
- 1976-08-06 BR BR7605212A patent/BR7605212A/pt unknown
- 1976-08-06 ES ES450918A patent/ES450918A1/es not_active Expired
- 1976-08-06 CS CS771757A patent/CS191998B2/cs unknown
- 1976-08-06 PT PT65448A patent/PT65448B/pt unknown
- 1976-08-06 DE DE2635545A patent/DE2635545C3/de not_active Expired
- 1976-08-06 DD DD194231A patent/DD125743A5/xx unknown
- 1976-08-06 BE BE169635A patent/BE844977A/xx not_active IP Right Cessation
- 1976-08-09 NL NLAANVRAGE7608847,A patent/NL169998C/xx not_active IP Right Cessation
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