JP2014508121A5 - - Google Patents
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- Publication number
- JP2014508121A5 JP2014508121A5 JP2013545436A JP2013545436A JP2014508121A5 JP 2014508121 A5 JP2014508121 A5 JP 2014508121A5 JP 2013545436 A JP2013545436 A JP 2013545436A JP 2013545436 A JP2013545436 A JP 2013545436A JP 2014508121 A5 JP2014508121 A5 JP 2014508121A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- enyl
- methyl
- benzene
- ring
- 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.)
- Granted
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- 239000003205 fragrance Substances 0.000 claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 13
- 150000001299 aldehydes Chemical class 0.000 claims description 11
- 150000002576 ketones Chemical class 0.000 claims description 10
- 150000001728 carbonyl compounds Chemical class 0.000 claims description 4
- 239000002243 precursor Substances 0.000 claims description 4
- 239000000758 substrate Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 23
- 239000001257 hydrogen Substances 0.000 claims 23
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 17
- 125000003118 aryl group Chemical group 0.000 claims 14
- -1 2- (2- (4-methylcyclohex-3-en-1-yl) propyl) cyclopent-1-ylidene Chemical group 0.000 claims 13
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 13
- 125000001033 ether group Chemical group 0.000 claims 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 11
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims 8
- 125000004432 carbon atom Chemical group C* 0.000 claims 7
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 7
- 150000002430 hydrocarbons Chemical group 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 6
- 125000003342 alkenyl group Chemical group 0.000 claims 5
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 4
- 229920002554 vinyl polymer Polymers 0.000 claims 4
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 3
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims 3
- 229910001882 dioxygen Inorganic materials 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- CIXAYNMKFFQEFU-UHFFFAOYSA-N (4-Methylphenyl)acetaldehyde Chemical compound CC1=CC=C(CC=O)C=C1 CIXAYNMKFFQEFU-UHFFFAOYSA-N 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 2
- 125000006729 (C2-C5) alkenyl group Chemical group 0.000 claims 2
- 125000000081 (C5-C8) cycloalkenyl group Chemical group 0.000 claims 2
- FSKGFRBHGXIDSA-UHFFFAOYSA-N 2-(4-propan-2-ylphenyl)acetaldehyde Chemical compound CC(C)C1=CC=C(CC=O)C=C1 FSKGFRBHGXIDSA-UHFFFAOYSA-N 0.000 claims 2
- XSAYZAUNJMRRIR-UHFFFAOYSA-N 2-acetylnaphthalene Chemical compound C1=CC=CC2=CC(C(=O)C)=CC=C21 XSAYZAUNJMRRIR-UHFFFAOYSA-N 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- NTPLXRHDUXRPNE-UHFFFAOYSA-N 4-methoxyacetophenone Chemical compound COC1=CC=C(C(C)=O)C=C1 NTPLXRHDUXRPNE-UHFFFAOYSA-N 0.000 claims 2
- 125000001960 7 membered carbocyclic group Chemical group 0.000 claims 2
- 125000001118 alkylidene group Chemical group 0.000 claims 2
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 claims 2
- WTWBUQJHJGUZCY-UHFFFAOYSA-N cuminaldehyde Chemical compound CC(C)C1=CC=C(C=O)C=C1 WTWBUQJHJGUZCY-UHFFFAOYSA-N 0.000 claims 2
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 claims 2
- HFJRKMMYBMWEAD-UHFFFAOYSA-N dodecanal Chemical compound CCCCCCCCCCCC=O HFJRKMMYBMWEAD-UHFFFAOYSA-N 0.000 claims 2
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 claims 2
- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 claims 2
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 claims 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 claims 2
- QJJDNZGPQDGNDX-UHFFFAOYSA-N oxidized Latia luciferin Chemical compound CC(=O)CCC1=C(C)CCCC1(C)C QJJDNZGPQDGNDX-UHFFFAOYSA-N 0.000 claims 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 2
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 claims 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims 2
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims 2
- DTUQWGWMVIHBKE-UHFFFAOYSA-N phenylacetaldehyde Chemical compound O=CCC1=CC=CC=C1 DTUQWGWMVIHBKE-UHFFFAOYSA-N 0.000 claims 2
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 claims 2
- BGEHHAVMRVXCGR-UHFFFAOYSA-N tridecanal Chemical compound CCCCCCCCCCCCC=O BGEHHAVMRVXCGR-UHFFFAOYSA-N 0.000 claims 2
- KMPQYAYAQWNLME-UHFFFAOYSA-N undecanal Chemical compound CCCCCCCCCCC=O KMPQYAYAQWNLME-UHFFFAOYSA-N 0.000 claims 2
- PSQYTAPXSHCGMF-BQYQJAHWSA-N β-ionone Chemical compound CC(=O)\C=C\C1=C(C)CCCC1(C)C PSQYTAPXSHCGMF-BQYQJAHWSA-N 0.000 claims 2
- SFEOKXHPFMOVRM-UHFFFAOYSA-N (+)-(S)-gamma-ionone Natural products CC(=O)C=CC1C(=C)CCCC1(C)C SFEOKXHPFMOVRM-UHFFFAOYSA-N 0.000 claims 1
- MMFCJPPRCYDLLZ-CMDGGOBGSA-N (2E)-dec-2-enal Chemical compound CCCCCCC\C=C\C=O MMFCJPPRCYDLLZ-CMDGGOBGSA-N 0.000 claims 1
- 239000001304 (2R)-2,6-dimethylhept-5-enal Substances 0.000 claims 1
- QAFGEOHWEQLURJ-DHZHZOJOSA-N (2e)-2,4-diethylhepta-2,6-dienal Chemical compound C=CCC(CC)\C=C(/CC)C=O QAFGEOHWEQLURJ-DHZHZOJOSA-N 0.000 claims 1
- MIHSPYMZXYONJN-RMKNXTFCSA-N (2e)-2,4-dimethylhepta-2,6-dienal Chemical compound C=CCC(C)\C=C(/C)C=O MIHSPYMZXYONJN-RMKNXTFCSA-N 0.000 claims 1
- FIDBXHOCOXRPRO-WWVFNRLHSA-N (3e,6z)-nona-3,6-dienal Chemical compound CC\C=C/C\C=C\CC=O FIDBXHOCOXRPRO-WWVFNRLHSA-N 0.000 claims 1
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 claims 1
- 239000001727 (E)-dec-2-enal Substances 0.000 claims 1
- 239000001541 (E)-dodec-2-enal Substances 0.000 claims 1
- SSNZFFBDIMUILS-ZHACJKMWSA-N (E)-dodec-2-enal Chemical compound CCCCCCCCC\C=C\C=O SSNZFFBDIMUILS-ZHACJKMWSA-N 0.000 claims 1
- 239000001381 (E)-non-2-enal Substances 0.000 claims 1
- 239000001118 (E)-tridec-2-enal Substances 0.000 claims 1
- YGFGZTXGYTUXBA-UHFFFAOYSA-N (±)-2,6-dimethyl-5-heptenal Chemical compound O=CC(C)CCC=C(C)C YGFGZTXGYTUXBA-UHFFFAOYSA-N 0.000 claims 1
- QEUCRVAOUUCNJV-UHFFFAOYSA-N 1,2-dimethoxy-4-[4-(3-propan-2-ylphenyl)pent-1-enyl]benzene Chemical compound C1=C(OC)C(OC)=CC=C1C=CCC(C)C1=CC=CC(C(C)C)=C1 QEUCRVAOUUCNJV-UHFFFAOYSA-N 0.000 claims 1
- 239000001709 1,2-dimethylcyclohex-3-ene-1-carbaldehyde Substances 0.000 claims 1
- VDBHOHJWUDKDRW-UHFFFAOYSA-N 1-(1,1,2,3,3,6-hexamethyl-2h-inden-5-yl)ethanone Chemical compound CC1=C(C(C)=O)C=C2C(C)(C)C(C)C(C)(C)C2=C1 VDBHOHJWUDKDRW-UHFFFAOYSA-N 0.000 claims 1
- UYIUDXMQYWPVAY-UHFFFAOYSA-N 1-(2,2-dimethyl-5-phenylpent-3-enyl)-4-ethylbenzene Chemical compound C1=CC(CC)=CC=C1CC(C)(C)C=CCC1=CC=CC=C1 UYIUDXMQYWPVAY-UHFFFAOYSA-N 0.000 claims 1
- HSDSKVWQTONQBJ-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)ethanone Chemical compound CC(=O)C1=CC=C(C)C=C1C HSDSKVWQTONQBJ-UHFFFAOYSA-N 0.000 claims 1
- VPKMGDRERYMTJX-CMDGGOBGSA-N 1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-1-penten-3-one Chemical compound CCC(=O)\C=C\C1C(C)=CCCC1(C)C VPKMGDRERYMTJX-CMDGGOBGSA-N 0.000 claims 1
- FXCYGAGBPZQRJE-UHFFFAOYSA-N 1-(2,6,6-trimethylcyclohex-2-en-1-yl)hepta-1,6-dien-3-one Chemical compound CC1=CCCC(C)(C)C1C=CC(=O)CCC=C FXCYGAGBPZQRJE-UHFFFAOYSA-N 0.000 claims 1
- VEPUKHYQNXSSKV-UHFFFAOYSA-N 1-(5,6,7,8-tetrahydronaphthalen-2-yl)ethanone Chemical compound C1CCCC2=CC(C(=O)C)=CC=C21 VEPUKHYQNXSSKV-UHFFFAOYSA-N 0.000 claims 1
- AOTOGNPVLZNOPY-UHFFFAOYSA-N 1-(6-phenylhex-4-en-2-yl)-3-propan-2-ylbenzene Chemical compound CC(C)C1=CC=CC(C(C)CC=CCC=2C=CC=CC=2)=C1 AOTOGNPVLZNOPY-UHFFFAOYSA-N 0.000 claims 1
- ZXBDNMZZYXFGFN-UTOQUPLUSA-N 1-[(1z,4z)-hepta-1,4-dienyl]-4-methoxybenzene Chemical compound CC\C=C/C\C=C/C1=CC=C(OC)C=C1 ZXBDNMZZYXFGFN-UTOQUPLUSA-N 0.000 claims 1
- DUPAQRQDWOVTCS-RQDYCKPOSA-N 1-[(6e)-dodeca-2,6-dienyl]-4-methoxybenzene Chemical compound CCCCC\C=C\CCC=CCC1=CC=C(OC)C=C1 DUPAQRQDWOVTCS-RQDYCKPOSA-N 0.000 claims 1
- UJWBRAKSLNDKPA-UHFFFAOYSA-N 1-methoxy-4-(4-methyltridec-2-enyl)benzene Chemical compound CCCCCCCCCC(C)C=CCC1=CC=C(OC)C=C1 UJWBRAKSLNDKPA-UHFFFAOYSA-N 0.000 claims 1
- QDXMENJMYZDCFA-UHFFFAOYSA-N 1-methoxy-4-[3-(4-methylphenyl)prop-1-enyl]benzene Chemical compound C1=CC(OC)=CC=C1C=CCC1=CC=C(C)C=C1 QDXMENJMYZDCFA-UHFFFAOYSA-N 0.000 claims 1
- JAQGIJPTXZEVJS-UHFFFAOYSA-N 1-methoxy-4-[4-[4-(2-methylpropyl)phenyl]but-1-enyl]benzene Chemical compound C1=CC(OC)=CC=C1C=CCCC1=CC=C(CC(C)C)C=C1 JAQGIJPTXZEVJS-UHFFFAOYSA-N 0.000 claims 1
- GOCMOBASIPUBEQ-UHFFFAOYSA-N 1-methyl-4-(4-methyltridec-2-enyl)benzene Chemical compound CCCCCCCCCC(C)C=CCC1=CC=C(C)C=C1 GOCMOBASIPUBEQ-UHFFFAOYSA-N 0.000 claims 1
- VIXFBOUIBAHDRO-GIEUFHGHSA-N 1-methyl-4-[(4E)-3-methyl-5-(2,6,6-trimethylcyclohexen-1-yl)penta-2,4-dienyl]benzene Chemical compound CC=1CCCC(C)(C)C=1/C=C/C(C)=CCC1=CC=C(C)C=C1 VIXFBOUIBAHDRO-GIEUFHGHSA-N 0.000 claims 1
- DZYXWOPEVZIZOH-UHFFFAOYSA-N 1-tert-butyl-4-(2-methyl-5-phenylpent-3-enyl)benzene Chemical compound C=1C=CC=CC=1CC=CC(C)CC1=CC=C(C(C)(C)C)C=C1 DZYXWOPEVZIZOH-UHFFFAOYSA-N 0.000 claims 1
- PQPYOGLSYULKRP-UHFFFAOYSA-N 1-tert-butyl-4-[2-methyl-5-(4-methylphenyl)pent-3-enyl]benzene Chemical compound C=1C=C(C)C=CC=1CC=CC(C)CC1=CC=C(C(C)(C)C)C=C1 PQPYOGLSYULKRP-UHFFFAOYSA-N 0.000 claims 1
- YGTCEHBSRXHZFW-UHFFFAOYSA-N 1-tert-butyl-4-[4-(4-methoxyphenyl)-2-methylbut-3-enyl]benzene Chemical compound C1=CC(OC)=CC=C1C=CC(C)CC1=CC=C(C(C)(C)C)C=C1 YGTCEHBSRXHZFW-UHFFFAOYSA-N 0.000 claims 1
- ZUOMFIQHUUWQEU-UHFFFAOYSA-N 1-tert-butyl-4-[5-(4-methoxyphenyl)-2-methylpent-3-enyl]benzene Chemical compound C1=CC(OC)=CC=C1CC=CC(C)CC1=CC=C(C(C)(C)C)C=C1 ZUOMFIQHUUWQEU-UHFFFAOYSA-N 0.000 claims 1
- OFHHDSQXFXLTKC-UHFFFAOYSA-N 10-undecenal Chemical compound C=CCCCCCCCCC=O OFHHDSQXFXLTKC-UHFFFAOYSA-N 0.000 claims 1
- KZSUMHASCAWKLE-UHFFFAOYSA-N 2,3,3-trimethyl-2h-inden-1-one Chemical compound C1=CC=C2C(C)(C)C(C)C(=O)C2=C1 KZSUMHASCAWKLE-UHFFFAOYSA-N 0.000 claims 1
- COJYJCJUBHUSDJ-UHFFFAOYSA-N 2,3,5,5-tetramethylhexanal Chemical compound CC(C)(C)CC(C)C(C)C=O COJYJCJUBHUSDJ-UHFFFAOYSA-N 0.000 claims 1
- MZZRKEIUNOYYDF-UHFFFAOYSA-N 2,4-dimethylcyclohex-3-ene-1-carbaldehyde Chemical compound CC1C=C(C)CCC1C=O MZZRKEIUNOYYDF-UHFFFAOYSA-N 0.000 claims 1
- UEGBWDUVDAKUGA-UHFFFAOYSA-N 2,6,10-trimethylundec-9-enal Chemical compound CC(C)=CCCC(C)CCCC(C)C=O UEGBWDUVDAKUGA-UHFFFAOYSA-N 0.000 claims 1
- RMPKHUJAYKUKPH-UHFFFAOYSA-N 2,6-dimethyloct-5-enal Chemical compound CCC(C)=CCCC(C)C=O RMPKHUJAYKUKPH-UHFFFAOYSA-N 0.000 claims 1
- NRIVMXXOUOBRAG-UHFFFAOYSA-N 2-(4-methoxyphenyl)acetaldehyde Chemical compound COC1=CC=C(CC=O)C=C1 NRIVMXXOUOBRAG-UHFFFAOYSA-N 0.000 claims 1
- NXTMGVQDFYDTMX-UHFFFAOYSA-N 2-(4-methyltridec-2-en-2-yl)naphthalene Chemical compound C1=CC=CC2=CC(C(C)=CC(C)CCCCCCCCC)=CC=C21 NXTMGVQDFYDTMX-UHFFFAOYSA-N 0.000 claims 1
- REJVAHLIIJLJJB-UHFFFAOYSA-N 2-(4-methyltridec-2-enyl)naphthalene Chemical compound C1=CC=CC2=CC(CC=CC(C)CCCCCCCCC)=CC=C21 REJVAHLIIJLJJB-UHFFFAOYSA-N 0.000 claims 1
- IZQUWQPXCQLTJY-UHFFFAOYSA-N 2-(4-propan-2-ylphenyl)propanal Chemical compound CC(C)C1=CC=C(C(C)C=O)C=C1 IZQUWQPXCQLTJY-UHFFFAOYSA-N 0.000 claims 1
- UABARRYYLZLXFQ-UHFFFAOYSA-N 2-(5,7,7-trimethyloct-2-en-2-yl)naphthalene Chemical compound C1=CC=CC2=CC(C(C)=CCC(C)CC(C)(C)C)=CC=C21 UABARRYYLZLXFQ-UHFFFAOYSA-N 0.000 claims 1
- SSNZFFBDIMUILS-UHFFFAOYSA-N 2-Dodecenal Natural products CCCCCCCCCC=CC=O SSNZFFBDIMUILS-UHFFFAOYSA-N 0.000 claims 1
- BSAIUMLZVGUGKX-UHFFFAOYSA-N 2-Nonenal Natural products CCCCCCC=CC=O BSAIUMLZVGUGKX-UHFFFAOYSA-N 0.000 claims 1
- HMKKIXGYKWDQSV-SDNWHVSQSA-N 2-Pentyl-3-phenyl-2-propenal Chemical compound CCCCC\C(C=O)=C/C1=CC=CC=C1 HMKKIXGYKWDQSV-SDNWHVSQSA-N 0.000 claims 1
- FWTGHNUSSMOOHX-NZHODUKLSA-N 2-[(11e)-trideca-2,11-dien-2-yl]naphthalene Chemical compound C1=CC=CC2=CC(C(C)=CCCCCCCC/C=C/C)=CC=C21 FWTGHNUSSMOOHX-NZHODUKLSA-N 0.000 claims 1
- FIJHAYJRFCQMNU-OIVWRHHESA-N 2-[(4e,8z)-undeca-2,4,8-trien-2-yl]naphthalene Chemical compound C1=CC=CC2=CC(C(C)=C/C=C/CC\C=C/CC)=CC=C21 FIJHAYJRFCQMNU-OIVWRHHESA-N 0.000 claims 1
- SFZUMDAQDKNGGR-OUXDSOEMSA-N 2-[(6e)-dodeca-2,6-dien-2-yl]naphthalene Chemical compound C1=CC=CC2=CC(C(C)=CCC/C=C/CCCCC)=CC=C21 SFZUMDAQDKNGGR-OUXDSOEMSA-N 0.000 claims 1
- KNHGOYVXAHUDHP-UHFFFAOYSA-N 2-[2-(4-methylcyclohex-3-en-1-yl)propyl]cyclopentan-1-one Chemical compound C1CC(C)=CCC1C(C)CC1CCCC1=O KNHGOYVXAHUDHP-UHFFFAOYSA-N 0.000 claims 1
- VSJZJBVOENMSRL-UHFFFAOYSA-N 2-[4-(2-methylbutan-2-yl)cyclohexyl]acetaldehyde Chemical compound CCC(C)(C)C1CCC(CC=O)CC1 VSJZJBVOENMSRL-UHFFFAOYSA-N 0.000 claims 1
- DKZCDROPRPTSPC-UHFFFAOYSA-N 2-[4-(4-methoxyphenyl)but-2-en-2-yl]naphthalene Chemical compound C1=CC(OC)=CC=C1CC=C(C)C1=CC=C(C=CC=C2)C2=C1 DKZCDROPRPTSPC-UHFFFAOYSA-N 0.000 claims 1
- SJWNHAXIZWAFOH-UHFFFAOYSA-N 2-[5-(3-propan-2-ylphenyl)hex-2-en-2-yl]naphthalene Chemical compound CC(C)C1=CC=CC(C(C)CC=C(C)C=2C=C3C=CC=CC3=CC=2)=C1 SJWNHAXIZWAFOH-UHFFFAOYSA-N 0.000 claims 1
- HWZFXDCEAQCFDY-UHFFFAOYSA-N 2-ethoxy-4-(3-methyldodec-1-enyl)phenol Chemical compound CCCCCCCCCC(C)C=CC1=CC=C(O)C(OCC)=C1 HWZFXDCEAQCFDY-UHFFFAOYSA-N 0.000 claims 1
- NNACZGJXARUDAC-UHFFFAOYSA-N 2-ethoxy-4-[3-(4-methoxyphenyl)prop-1-enyl]phenol Chemical compound C1=C(O)C(OCC)=CC(C=CCC=2C=CC(OC)=CC=2)=C1 NNACZGJXARUDAC-UHFFFAOYSA-N 0.000 claims 1
- PEMWPSNVRCCJEF-UHFFFAOYSA-N 2-ethoxy-4-[3-(4-methylphenyl)prop-1-enyl]phenol Chemical compound C1=C(O)C(OCC)=CC(C=CCC=2C=CC(C)=CC=2)=C1 PEMWPSNVRCCJEF-UHFFFAOYSA-N 0.000 claims 1
- HPOLMMDGJCOVPT-UHFFFAOYSA-N 2-ethoxy-4-[4-(3-propan-2-ylphenyl)pent-1-enyl]phenol Chemical compound C1=C(O)C(OCC)=CC(C=CCC(C)C=2C=C(C=CC=2)C(C)C)=C1 HPOLMMDGJCOVPT-UHFFFAOYSA-N 0.000 claims 1
- MKSARIDKCHNUPI-UHFFFAOYSA-N 2-ethoxy-4-[4-(4-hydroxyphenyl)-2-methylbut-1-enyl]phenol Chemical compound C1=C(O)C(OCC)=CC(C=C(C)CCC=2C=CC(O)=CC=2)=C1 MKSARIDKCHNUPI-UHFFFAOYSA-N 0.000 claims 1
- KQPOAOFGDJVJIB-UHFFFAOYSA-N 2-ethoxy-4-[[2-[2-(4-methylcyclohex-3-en-1-yl)propyl]cyclopentylidene]methyl]phenol Chemical compound C1=C(O)C(OCC)=CC(C=C2C(CCC2)CC(C)C2CC=C(C)CC2)=C1 KQPOAOFGDJVJIB-UHFFFAOYSA-N 0.000 claims 1
- MBDOYVRWFFCFHM-UHFFFAOYSA-N 2-hexenal Chemical compound CCCC=CC=O MBDOYVRWFFCFHM-UHFFFAOYSA-N 0.000 claims 1
- UNAJREJGSQDJGU-UHFFFAOYSA-N 2-methyl-1-(2,6,6-trimethylcyclohex-2-en-1-yl)pent-1-en-3-one Chemical compound CCC(=O)C(C)=CC1C(C)=CCCC1(C)C UNAJREJGSQDJGU-UHFFFAOYSA-N 0.000 claims 1
- VDBFZEMBBKEKPI-UHFFFAOYSA-N 2-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butanal Chemical compound O=CC(C)CCC1C(C)=CCCC1(C)C VDBFZEMBBKEKPI-UHFFFAOYSA-N 0.000 claims 1
- 239000001431 2-methylbenzaldehyde Substances 0.000 claims 1
- LBICMZLDYMBIGA-UHFFFAOYSA-N 2-methyldecanal Chemical compound CCCCCCCCC(C)C=O LBICMZLDYMBIGA-UHFFFAOYSA-N 0.000 claims 1
- NFAVNWJJYQAGNB-UHFFFAOYSA-N 2-methylundecanal Chemical compound CCCCCCCCCC(C)C=O NFAVNWJJYQAGNB-UHFFFAOYSA-N 0.000 claims 1
- BSAIUMLZVGUGKX-FPLPWBNLSA-N 2-nonenal Chemical compound CCCCCC\C=C/C=O BSAIUMLZVGUGKX-FPLPWBNLSA-N 0.000 claims 1
- IQVAERDLDAZARL-UHFFFAOYSA-N 2-phenylpropanal Chemical compound O=CC(C)C1=CC=CC=C1 IQVAERDLDAZARL-UHFFFAOYSA-N 0.000 claims 1
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| WO2014180782A1 (en) * | 2013-05-08 | 2014-11-13 | Firmenich Sa | Pro-fragrance compounds |
| WO2014180791A1 (en) * | 2013-05-08 | 2014-11-13 | Firmenich Sa | Pro-fragrance compounds |
| EP3218458B1 (en) * | 2014-11-10 | 2019-01-02 | Givaudan S.A. | Improvments in or relating to organic compounds |
| WO2016074698A1 (en) | 2014-11-10 | 2016-05-19 | Givaudan Sa | Improvements in or relating to organic compounds |
| KR101609323B1 (ko) | 2015-03-06 | 2016-04-05 | 충북대학교 산학협력단 | 2-메톡시-4-(3-(4-메톡시페닐)프로필-1-엔-1-일)페놀 및 이의 제조방법 |
| GB201703706D0 (en) * | 2017-03-08 | 2017-04-19 | Givaudan Sa | Improvements in or relating to organic compounds |
| EP3533786A1 (en) | 2018-03-02 | 2019-09-04 | Givaudan SA | Thioether precursors for fragrant ketones and aldehydes |
| CN111936457B (zh) | 2018-06-22 | 2025-02-25 | 弗门尼舍有限公司 | 烯醇醚香料前体 |
| GB201817785D0 (en) | 2018-10-31 | 2018-12-19 | Givaudan Sa | Organic compounds |
| CN113195697A (zh) * | 2018-12-17 | 2021-07-30 | 奇华顿股份有限公司 | 加香方法 |
| EP3898912A1 (en) | 2018-12-17 | 2021-10-27 | Givaudan SA | A method of countering malodour in a washing machine comprising the addition of a fragrance precursor |
| CN112752744B (zh) * | 2018-12-20 | 2025-02-18 | 弗门尼舍有限公司 | 烷基烯醇醚香料前体 |
| EP4007748A1 (en) | 2019-12-03 | 2022-06-08 | Firmenich SA | Enol ether properfume |
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| US3115530A (en) | 1960-05-13 | 1963-12-24 | Exxon Research Engineering Co | Preferred alkyl aryl sulfonate detergents |
| CH411836A (de) | 1961-09-07 | 1966-04-30 | Basf Ag | Verfahren zur Herstellung von Mischoligomeren aus 1,3-Dienen und Verbindungen mit aktivierter olefinischer Doppelbindung |
| US3196174A (en) | 1962-03-01 | 1965-07-20 | Exxon Research Engineering Co | Perhydro bis-(isoprenyl) alkyl aryl sulfonates |
| DE2301438A1 (de) | 1973-01-12 | 1974-07-25 | Hoechst Ag | Verwendung von butadienderivaten als optische aufheller fuer waschmittel |
| FR2729661B1 (fr) * | 1995-01-19 | 1997-04-04 | Mane Fils V | Procede de preparation de substances aromatiques par voie biochimique |
| JP3792450B2 (ja) | 1999-09-03 | 2006-07-05 | 花王株式会社 | 機能性物質放出体 |
| JP3840868B2 (ja) | 2000-02-22 | 2006-11-01 | 株式会社ツムラ | 新規な補骨脂の使用方法 |
| EP1262473A1 (en) * | 2001-05-30 | 2002-12-04 | Givaudan SA | Precursors for fragrant ketones and fragrant aldehydes |
| JP2008303159A (ja) * | 2007-06-06 | 2008-12-18 | Osaka Prefecture Univ | カルボニル化合物の製造方法 |
| GB0717485D0 (en) | 2007-09-08 | 2007-10-17 | Unilever Plc | Improvements relating to fabric conditioners |
| JP2012502092A (ja) * | 2008-09-12 | 2012-01-26 | フイルメニツヒ ソシエテ アノニム | 活性アルデヒドおよびケトンを放出できるジビニルエーテル誘導体および芳香表面への使用方法 |
| US8669385B2 (en) * | 2009-10-13 | 2014-03-11 | University Of Central Florida Research Foundation, Inc. | Oxidative cleavage of unsaturated carboxylic acids |
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- 2011-12-23 SG SG2013039052A patent/SG190848A1/en unknown
- 2011-12-23 US US13/996,158 patent/US9193935B2/en active Active
- 2011-12-23 MX MX2013006034A patent/MX341306B/es active IP Right Grant
- 2011-12-23 WO PCT/EP2011/074003 patent/WO2012085287A1/en not_active Ceased
- 2011-12-23 CN CN201180061738.3A patent/CN103261139B/zh active Active
- 2011-12-23 ES ES11805863.5T patent/ES2692179T3/es active Active
- 2011-12-23 EP EP11805863.5A patent/EP2655307B1/en active Active
- 2011-12-23 JP JP2013545436A patent/JP6232289B2/ja active Active
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