JP2016522821A5 - - Google Patents
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- Publication number
- JP2016522821A5 JP2016522821A5 JP2016512321A JP2016512321A JP2016522821A5 JP 2016522821 A5 JP2016522821 A5 JP 2016522821A5 JP 2016512321 A JP2016512321 A JP 2016512321A JP 2016512321 A JP2016512321 A JP 2016512321A JP 2016522821 A5 JP2016522821 A5 JP 2016522821A5
- Authority
- JP
- Japan
- Prior art keywords
- dimethyl
- methyl
- group
- compound
- prop
- 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
Links
- 150000001875 compounds Chemical class 0.000 claims description 29
- -1 phenethylol Chemical compound 0.000 claims description 17
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 claims description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 claims description 9
- HGDVHRITTGWMJK-UHFFFAOYSA-N 2,6-dimethylheptan-2-ol Chemical compound CC(C)CCCC(C)(C)O HGDVHRITTGWMJK-UHFFFAOYSA-N 0.000 claims description 8
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 claims description 8
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims description 8
- PRNCMAKCNVRZFX-UHFFFAOYSA-N 3,7-dimethyloctan-1-ol Chemical compound CC(C)CCCC(C)CCO PRNCMAKCNVRZFX-UHFFFAOYSA-N 0.000 claims description 8
- OXYRENDGHPGWKV-UHFFFAOYSA-N 3-methyl-5-phenylpentan-1-ol Chemical compound OCCC(C)CCC1=CC=CC=C1 OXYRENDGHPGWKV-UHFFFAOYSA-N 0.000 claims description 8
- YXVSKJDFNJFXAJ-UHFFFAOYSA-N 4-cyclohexyl-2-methylbutan-2-ol Chemical compound CC(C)(O)CCC1=CC=CC=C1 YXVSKJDFNJFXAJ-UHFFFAOYSA-N 0.000 claims description 8
- GDWRKZLROIFUML-UHFFFAOYSA-N 4-phenylbutan-2-ol Chemical compound CC(O)CCC1=CC=CC=C1 GDWRKZLROIFUML-UHFFFAOYSA-N 0.000 claims description 8
- PXIKRTCSSLJURC-UHFFFAOYSA-N Dihydroeugenol Chemical compound CCCC1=CC=C(O)C(OC)=C1 PXIKRTCSSLJURC-UHFFFAOYSA-N 0.000 claims description 8
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 8
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims description 8
- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 claims description 8
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 claims description 8
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 claims description 8
- VSMOENVRRABVKN-UHFFFAOYSA-N oct-1-en-3-ol Chemical compound CCCCCC(O)C=C VSMOENVRRABVKN-UHFFFAOYSA-N 0.000 claims description 8
- ORMHZBNNECIKOH-UHFFFAOYSA-N 4-(4-hydroxy-4-methylpentyl)cyclohex-3-ene-1-carbaldehyde Chemical compound CC(C)(O)CCCC1=CCC(C=O)CC1 ORMHZBNNECIKOH-UHFFFAOYSA-N 0.000 claims description 6
- QGFSQVPRCWJZQK-UHFFFAOYSA-N 9-Decen-1-ol Chemical compound OCCCCCCCCC=C QGFSQVPRCWJZQK-UHFFFAOYSA-N 0.000 claims description 6
- KHWTYGFHPHRQMP-UHFFFAOYSA-N (4-propan-2-ylcyclohexyl)methanol Chemical compound CC(C)C1CCC(CO)CC1 KHWTYGFHPHRQMP-UHFFFAOYSA-N 0.000 claims description 5
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 claims description 5
- NGYMOTOXXHCHOC-UHFFFAOYSA-N 3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pentan-2-ol Chemical compound CC(O)C(C)CCC1CC=C(C)C1(C)C NGYMOTOXXHCHOC-UHFFFAOYSA-N 0.000 claims description 5
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 claims description 5
- 235000000484 citronellol Nutrition 0.000 claims description 5
- 239000000796 flavoring agent Substances 0.000 claims description 5
- 239000002243 precursor Substances 0.000 claims description 5
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims description 4
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 claims description 4
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 claims description 4
- MLDAJXVVSUEALX-UHFFFAOYSA-N (2,3-dimethyl-4-prop-1-en-2-yl-5-bicyclo[2.2.1]hept-2-enyl)methanol Chemical compound C1C2CC(CO)C1(C(=C)C)C(C)=C2C MLDAJXVVSUEALX-UHFFFAOYSA-N 0.000 claims description 4
- UWSPWQQZFOSTHS-UHFFFAOYSA-N (2,5-dimethyl-1,3-dihydroinden-2-yl)methanol Chemical compound CC1=CC=C2CC(C)(CO)CC2=C1 UWSPWQQZFOSTHS-UHFFFAOYSA-N 0.000 claims description 4
- AMXYRHBJZOVHOL-UHFFFAOYSA-N (2E,6E)-2,6-Nonadien-1-ol Natural products CCC=CCCC=CCO AMXYRHBJZOVHOL-UHFFFAOYSA-N 0.000 claims description 4
- 239000001520 (2E,6Z)-nona-2,6-dien-1-ol Substances 0.000 claims description 4
- AMXYRHBJZOVHOL-DYWGDJMRSA-N (2e,6e)-nona-2,6-dien-1-ol Chemical compound CC\C=C\CC\C=C\CO AMXYRHBJZOVHOL-DYWGDJMRSA-N 0.000 claims description 4
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 claims description 4
- XVNDKDXSDQQJTO-XYOKQWHBSA-N (6e)-3,7,9-trimethyldeca-1,6-dien-3-ol Chemical compound CC(C)C\C(C)=C\CCC(C)(O)C=C XVNDKDXSDQQJTO-XYOKQWHBSA-N 0.000 claims description 4
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 claims description 4
- UFLHIIWVXFIJGU-ARJAWSKDSA-N (Z)-hex-3-en-1-ol Chemical compound CC\C=C/CCO UFLHIIWVXFIJGU-ARJAWSKDSA-N 0.000 claims description 4
- 239000000267 (Z)-hex-3-en-1-ol Substances 0.000 claims description 4
- QZFSNJAQFWEXEA-MDZDMXLPSA-N (e)-3,3-dimethyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol Chemical compound CC(O)C(C)(C)\C=C\C1CC=C(C)C1(C)C QZFSNJAQFWEXEA-MDZDMXLPSA-N 0.000 claims description 4
- WSTQLNQRVZNEDV-CSKARUKUSA-N (e)-4-methyldec-3-en-5-ol Chemical compound CCCCCC(O)C(\C)=C\CC WSTQLNQRVZNEDV-CSKARUKUSA-N 0.000 claims description 4
- VSMOENVRRABVKN-MRVPVSSYSA-N 1-Octen-3-ol Natural products CCCCC[C@H](O)C=C VSMOENVRRABVKN-MRVPVSSYSA-N 0.000 claims description 4
- FYMOBFDUZIDKMI-UHFFFAOYSA-N 2,2-dimethyl-3-(3-methylphenyl)propan-1-ol Chemical compound CC1=CC=CC(CC(C)(C)CO)=C1 FYMOBFDUZIDKMI-UHFFFAOYSA-N 0.000 claims description 4
- XSNQECSCDATQEL-SECBINFHSA-N 2,6-dimethyl-7-octen-2-ol Chemical compound C=C[C@@H](C)CCCC(C)(C)O XSNQECSCDATQEL-SECBINFHSA-N 0.000 claims description 4
- RNDNSYIPLPAXAZ-UHFFFAOYSA-N 2-Phenyl-1-propanol Chemical compound OCC(C)C1=CC=CC=C1 RNDNSYIPLPAXAZ-UHFFFAOYSA-N 0.000 claims description 4
- FLNSLKJOWVMPEE-UHFFFAOYSA-N 2-methoxy-4-propylcyclohexan-1-ol Chemical compound CCCC1CCC(O)C(OC)C1 FLNSLKJOWVMPEE-UHFFFAOYSA-N 0.000 claims description 4
- SXGYZCMGVZKIPJ-UHFFFAOYSA-N 2-methyl-4-phenylpentan-1-ol Chemical compound OCC(C)CC(C)C1=CC=CC=C1 SXGYZCMGVZKIPJ-UHFFFAOYSA-N 0.000 claims description 4
- MWYGSCHWFNRSET-UHFFFAOYSA-N 2-pentylcyclopentan-1-ol Chemical compound CCCCCC1CCCC1O MWYGSCHWFNRSET-UHFFFAOYSA-N 0.000 claims description 4
- DLTWBMHADAJAAZ-UHFFFAOYSA-N 2-tert-butylcyclohexan-1-ol Chemical compound CC(C)(C)C1CCCCC1O DLTWBMHADAJAAZ-UHFFFAOYSA-N 0.000 claims description 4
- DLHQZZUEERVIGQ-UHFFFAOYSA-N 3,7-dimethyl-3-octanol Chemical compound CCC(C)(O)CCCC(C)C DLHQZZUEERVIGQ-UHFFFAOYSA-N 0.000 claims description 4
- 229930008411 3,7-dimethylocta-2,6-dien-1-ol Natural products 0.000 claims description 4
- YDXQPTHHAPCTPP-UHFFFAOYSA-N 3-Octen-1-ol Natural products CCCCC=CCCO YDXQPTHHAPCTPP-UHFFFAOYSA-N 0.000 claims description 4
- GTNCESCYZPMXCJ-UHFFFAOYSA-N 3-Phenylpropyl propanoate Chemical compound CCC(=O)OCCCC1=CC=CC=C1 GTNCESCYZPMXCJ-UHFFFAOYSA-N 0.000 claims description 4
- MSHFRERJPWKJFX-UHFFFAOYSA-N 4-Methoxybenzyl alcohol Chemical compound COC1=CC=C(CO)C=C1 MSHFRERJPWKJFX-UHFFFAOYSA-N 0.000 claims description 4
- KZZASWGRLOTITL-UHFFFAOYSA-N 4-cyclohexyl-2-methylbutan-2-ol Chemical compound CC(C)(O)CCC1CCCCC1 KZZASWGRLOTITL-UHFFFAOYSA-N 0.000 claims description 4
- YVSNOTITPICPTB-UHFFFAOYSA-N 4-methyl-2-(2-methylpropyl)oxan-4-ol Chemical compound CC(C)CC1CC(C)(O)CCO1 YVSNOTITPICPTB-UHFFFAOYSA-N 0.000 claims description 4
- CCOQPGVQAWPUPE-UHFFFAOYSA-N 4-tert-butylcyclohexan-1-ol Chemical compound CC(C)(C)C1CCC(O)CC1 CCOQPGVQAWPUPE-UHFFFAOYSA-N 0.000 claims description 4
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 claims description 4
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005770 Eugenol Substances 0.000 claims description 4
- BJIOGJUNALELMI-ONEGZZNKSA-N Isoeugenol Natural products COC1=CC(\C=C\C)=CC=C1O BJIOGJUNALELMI-ONEGZZNKSA-N 0.000 claims description 4
- DYUQAZSOFZSPHD-UHFFFAOYSA-N Phenylpropanol Chemical compound CCC(O)C1=CC=CC=C1 DYUQAZSOFZSPHD-UHFFFAOYSA-N 0.000 claims description 4
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims description 4
- 229940116229 borneol Drugs 0.000 claims description 4
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 claims description 4
- BJIOGJUNALELMI-ARJAWSKDSA-N cis-isoeugenol Chemical compound COC1=CC(\C=C/C)=CC=C1O BJIOGJUNALELMI-ARJAWSKDSA-N 0.000 claims description 4
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 claims description 4
- 229960002217 eugenol Drugs 0.000 claims description 4
- 239000003205 fragrance Substances 0.000 claims description 4
- UFLHIIWVXFIJGU-UHFFFAOYSA-N hex-3-en-1-ol Natural products CCC=CCCO UFLHIIWVXFIJGU-UHFFFAOYSA-N 0.000 claims description 4
- 229930007744 linalool Natural products 0.000 claims description 4
- 229940041616 menthol Drugs 0.000 claims description 4
- 229960001047 methyl salicylate Drugs 0.000 claims description 4
- VWMVAQHMFFZQGD-UHFFFAOYSA-N p-Hydroxybenzyl acetone Natural products CC(=O)CC1=CC=C(O)C=C1 VWMVAQHMFFZQGD-UHFFFAOYSA-N 0.000 claims description 4
- NJGBTKGETPDVIK-UHFFFAOYSA-N raspberry ketone Chemical compound CC(=O)CCC1=CC=C(O)C=C1 NJGBTKGETPDVIK-UHFFFAOYSA-N 0.000 claims description 4
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 claims description 4
- ZRVPDCMGGOSDKG-UHFFFAOYSA-N 1,2-dimethyl-3-prop-1-en-2-ylcyclopentan-1-ol Chemical compound CC1C(C(C)=C)CCC1(C)O ZRVPDCMGGOSDKG-UHFFFAOYSA-N 0.000 claims description 3
- NPHCXUPGMINOPP-UHFFFAOYSA-N 3,6-dimethyloctan-3-ol Chemical compound CCC(C)CCC(C)(O)CC NPHCXUPGMINOPP-UHFFFAOYSA-N 0.000 claims description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims description 3
- BOGURUDKGWMRHN-CDJQDVQCSA-N (3e,5e)-2,6-dimethylocta-3,5-dien-2-ol Chemical compound CC\C(C)=C\C=C\C(C)(C)O BOGURUDKGWMRHN-CDJQDVQCSA-N 0.000 claims description 2
- DUNCVNHORHNONW-UHFFFAOYSA-N myrcenol Chemical compound CC(C)(O)CCCC(=C)C=C DUNCVNHORHNONW-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 9
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims 9
- PKZJLOCLABXVMC-UHFFFAOYSA-N 2-Methoxybenzaldehyde Chemical compound COC1=CC=CC=C1C=O PKZJLOCLABXVMC-UHFFFAOYSA-N 0.000 claims 6
- RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 claims 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 6
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims 6
- WTWBUQJHJGUZCY-UHFFFAOYSA-N cuminaldehyde Chemical compound CC(C)C1=CC=C(C=O)C=C1 WTWBUQJHJGUZCY-UHFFFAOYSA-N 0.000 claims 6
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 claims 6
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 claims 6
- FXLOVSHXALFLKQ-UHFFFAOYSA-N p-tolualdehyde Chemical compound CC1=CC=C(C=O)C=C1 FXLOVSHXALFLKQ-UHFFFAOYSA-N 0.000 claims 6
- WJUFSDZVCOTFON-UHFFFAOYSA-N veratraldehyde Chemical compound COC1=CC=C(C=O)C=C1OC WJUFSDZVCOTFON-UHFFFAOYSA-N 0.000 claims 6
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 4
- 239000000499 gel Substances 0.000 claims 4
- WMHIEUMUPCLLLD-UHFFFAOYSA-N (4-formyl-2-methylphenyl) acetate Chemical compound CC(=O)OC1=CC=C(C=O)C=C1C WMHIEUMUPCLLLD-UHFFFAOYSA-N 0.000 claims 3
- WUOACPNHFRMFPN-SECBINFHSA-N (S)-(-)-alpha-terpineol Chemical compound CC1=CC[C@@H](C(C)(C)O)CC1 WUOACPNHFRMFPN-SECBINFHSA-N 0.000 claims 3
- 239000001431 2-methylbenzaldehyde Substances 0.000 claims 3
- OTXINXDGSUFPNU-UHFFFAOYSA-N 4-tert-butylbenzaldehyde Chemical compound CC(C)(C)C1=CC=C(C=O)C=C1 OTXINXDGSUFPNU-UHFFFAOYSA-N 0.000 claims 3
- NYNSNUNMTUNAEO-UHFFFAOYSA-N 5,6,7,8-tetrahydronaphthalene-2-carbaldehyde Chemical compound C1CCCC2=CC(C=O)=CC=C21 NYNSNUNMTUNAEO-UHFFFAOYSA-N 0.000 claims 3
- WYXKGYXADPUOOM-UHFFFAOYSA-N 5-ethylnonan-2-ol Chemical compound CCCCC(CC)CCC(C)O WYXKGYXADPUOOM-UHFFFAOYSA-N 0.000 claims 3
- BGKAKRUFBSTALK-UHFFFAOYSA-N Vanillin isobutyrate Chemical compound COC1=CC(C=O)=CC=C1OC(=O)C(C)C BGKAKRUFBSTALK-UHFFFAOYSA-N 0.000 claims 3
- OVKDFILSBMEKLT-UHFFFAOYSA-N alpha-Terpineol Natural products CC(=C)C1(O)CCC(C)=CC1 OVKDFILSBMEKLT-UHFFFAOYSA-N 0.000 claims 3
- 229940088601 alpha-terpineol Drugs 0.000 claims 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 claims 3
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims 3
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 claims 3
- 235000012141 vanillin Nutrition 0.000 claims 3
- 208000035985 Body Odor Diseases 0.000 claims 2
- 206010040904 Skin odour abnormal Diseases 0.000 claims 2
- 239000002386 air freshener Substances 0.000 claims 2
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 2
- 239000012459 cleaning agent Substances 0.000 claims 2
- 210000001072 colon Anatomy 0.000 claims 2
- 239000002537 cosmetic Substances 0.000 claims 2
- 239000002781 deodorant agent Substances 0.000 claims 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 2
- 239000002979 fabric softener Substances 0.000 claims 2
- 239000003112 inhibitor Substances 0.000 claims 2
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- ZOCHHNOQQHDWHG-UHFFFAOYSA-N n-hexan-3-ol Natural products CCCC(O)CC ZOCHHNOQQHDWHG-UHFFFAOYSA-N 0.000 claims 2
- 239000012437 perfumed product Substances 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- QBSCVJBAKPZBHU-UHFFFAOYSA-N 1-[3-(2,6-dimethyloct-7-en-2-yloxy)prop-1-enyl]-4-methoxybenzene Chemical compound COc1ccc(C=CCOC(C)(C)CCCC(C)C=C)cc1 QBSCVJBAKPZBHU-UHFFFAOYSA-N 0.000 claims 1
- ORDHAGKWPLWQNN-UHFFFAOYSA-N 1-[3-(2,6-dimethyloctan-2-yloxy)prop-1-enyl]-4-methoxybenzene Chemical compound CCC(C)CCCC(C)(C)OCC=Cc1ccc(OC)cc1 ORDHAGKWPLWQNN-UHFFFAOYSA-N 0.000 claims 1
- XEHPHZHOSNQPRB-UHFFFAOYSA-N 1-[3-(3,7-dimethyloct-1-en-3-yloxy)prop-1-enyl]-4-methoxybenzene Chemical compound COc1ccc(C=CCOC(C)(CCCC(C)C)C=C)cc1 XEHPHZHOSNQPRB-UHFFFAOYSA-N 0.000 claims 1
- RKPIYCOGUJLKOD-GXDHUFHOSA-N C=CC(C)CCCC(C)(C)OC\C=C\c1ccccc1 Chemical compound C=CC(C)CCCC(C)(C)OC\C=C\c1ccccc1 RKPIYCOGUJLKOD-GXDHUFHOSA-N 0.000 claims 1
- APPOSWVAHJIRBK-MDWZMJQESA-N CC(C)=CCCC(C)CCOC\C=C\c1ccccc1 Chemical compound CC(C)=CCCC(C)CCOC\C=C\c1ccccc1 APPOSWVAHJIRBK-MDWZMJQESA-N 0.000 claims 1
- JLBJBXQLPBWWOE-UHFFFAOYSA-N CC(C=C)(CCC=C(C)C)OCC=CC1=CC=C(C=C1)OC Chemical compound CC(C=C)(CCC=C(C)C)OCC=CC1=CC=C(C=C1)OC JLBJBXQLPBWWOE-UHFFFAOYSA-N 0.000 claims 1
- GZAULKBPDLBKOL-MDWZMJQESA-N [(E)-3-(4-phenylbutan-2-yloxy)prop-1-enyl]benzene Chemical compound c1ccccc1/C=C/COC(C)CCc1ccccc1 GZAULKBPDLBKOL-MDWZMJQESA-N 0.000 claims 1
- DNRQPJROJJAQGP-RMKNXTFCSA-N c1cc(OC)ccc1\C=C\COC(C)CCc1ccccc1 Chemical compound c1cc(OC)ccc1\C=C\COC(C)CCc1ccccc1 DNRQPJROJJAQGP-RMKNXTFCSA-N 0.000 claims 1
- 230000002708 enhancing effect Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000002304 perfume Substances 0.000 claims 1
- INAXVXBDKKUCGI-UHFFFAOYSA-N 4-hydroxy-2,5-dimethylfuran-3-one Chemical compound CC1OC(C)=C(O)C1=O INAXVXBDKKUCGI-UHFFFAOYSA-N 0.000 description 2
- FPCCDPXRNNVUOM-UHFFFAOYSA-N Hydroxycitronellol Chemical compound OCCC(C)CCCC(C)(C)O FPCCDPXRNNVUOM-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- QNVRIHYSUZMSGM-UHFFFAOYSA-N hexan-2-ol Chemical compound CCCCC(C)O QNVRIHYSUZMSGM-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- QLRNLHNEZFMRSR-SOFGYWHQSA-N (4e)-3,7-dimethylocta-4,6-dien-3-ol Chemical compound CCC(C)(O)\C=C\C=C(C)C QLRNLHNEZFMRSR-SOFGYWHQSA-N 0.000 description 1
- BVDMQAQCEBGIJR-UHFFFAOYSA-N 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol Chemical compound CCCC(O)CCC1C(C)CCCC1(C)C BVDMQAQCEBGIJR-UHFFFAOYSA-N 0.000 description 1
- IXQGCWUGDFDQMF-UHFFFAOYSA-N 2-Ethylphenol Chemical compound CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 1
- QNVRIHYSUZMSGM-LURJTMIESA-N 2-Hexanol Natural products CCCC[C@H](C)O QNVRIHYSUZMSGM-LURJTMIESA-N 0.000 description 1
- XVNDKDXSDQQJTO-UHFFFAOYSA-N 3,7,9-trimethyldeca-1,6-dien-3-ol Chemical compound CC(C)CC(C)=CCCC(C)(O)C=C XVNDKDXSDQQJTO-UHFFFAOYSA-N 0.000 description 1
- AZUVBPVDRHGGEP-UHFFFAOYSA-N 6a,9a-dimethyl-4,5,7,8,9,9a-hexahydro-6aH-dipyrrolo(2,3-b;3',2',1'-hi)indole Natural products CC(=C)C1CCC(C)=CCCC(C)=CCCC(C)=CC1O AZUVBPVDRHGGEP-UHFFFAOYSA-N 0.000 description 1
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- WSTYNZDAOAEEKG-UHFFFAOYSA-N Mayol Natural products CC1=C(O)C(=O)C=C2C(CCC3(C4CC(C(CC4(CCC33C)C)=O)C)C)(C)C3=CC=C21 WSTYNZDAOAEEKG-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
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- QQZOPKMRPOGIEB-UHFFFAOYSA-N n-butyl methyl ketone Natural products CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
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| US61/821,137 | 2013-05-08 | ||
| PCT/EP2014/059130 WO2014180791A1 (en) | 2013-05-08 | 2014-05-05 | Pro-fragrance compounds |
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| JP2016522821A JP2016522821A (ja) | 2016-08-04 |
| JP2016522821A5 true JP2016522821A5 (https=) | 2018-08-02 |
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| JP6562910B2 (ja) * | 2013-07-03 | 2019-08-21 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | 付香成分としてのビシクロアルデヒド |
| US10767136B2 (en) * | 2015-11-13 | 2020-09-08 | Firmenich Sa | Pro-fragrance compounds |
| US11485701B2 (en) * | 2016-08-23 | 2022-11-01 | Iowa State University Research Foundation, Inc. | Insect repellent compounds and compositions, and methods thereof |
| EP3533786A1 (en) | 2018-03-02 | 2019-09-04 | Givaudan SA | Thioether precursors for fragrant ketones and aldehydes |
| MX2020009659A (es) * | 2018-06-22 | 2020-10-08 | Firmenich & Cie | Properfume de eter enol. |
| GB201817785D0 (en) * | 2018-10-31 | 2018-12-19 | Givaudan Sa | Organic compounds |
| US12024692B2 (en) * | 2018-12-17 | 2024-07-02 | Givaudan Sa | Method of extending the olfactory effect of a fragrance accord comprising 4-(dodecylthio)-4-methylpentan-2-one |
| SG11202105724TA (en) * | 2018-12-17 | 2021-07-29 | Givaudan Sa | A method of countering malodour in a washing machine comprising the addition of a fragrance precursor |
| EP3823951A1 (en) | 2018-12-20 | 2021-05-26 | Firmenich SA | Alkyl enol ether properfume |
| KR102283391B1 (ko) * | 2019-12-24 | 2021-07-30 | (주)피알지에스앤텍 | 데커신 유도체의 신규 합성방법 |
| CN115028512B (zh) * | 2022-06-27 | 2023-09-19 | 万华化学集团股份有限公司 | 一种由3-甲基苯甲醛合成美妍醇的方法 |
| GB202303324D0 (en) * | 2023-03-07 | 2023-04-19 | Givaudan Sa | Organic compounds |
| GB202308057D0 (en) * | 2023-05-30 | 2023-07-12 | Givaudan Sa | Organic compounds |
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| US4052993A (en) * | 1974-07-09 | 1977-10-11 | Liggett & Myers Incorporated | Cinnamic derivatives as tobacco additives |
| ATE154640T1 (de) * | 1991-11-11 | 1997-07-15 | Quest Int | Verfahren zur herstellung von phenylaldehyden |
| US6939835B2 (en) * | 1999-03-26 | 2005-09-06 | Firmenich Sa | Cyclic compounds and their use as precursors of fragrant alcohols |
| US20030125220A1 (en) * | 2001-09-11 | 2003-07-03 | The Procter & Gamble Company | Compositions comprising photo-labile perfume delivery systems |
| CN102202740B (zh) * | 2008-11-07 | 2014-03-26 | 弗门尼舍有限公司 | 花香和/或茴香型加香成分 |
| GB201021864D0 (en) * | 2010-12-23 | 2011-02-02 | Givaudan Sa | Organic compounds |
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- 2014-05-05 JP JP2016512321A patent/JP6444378B2/ja active Active
- 2014-05-05 CN CN201480022630.7A patent/CN105143163B/zh active Active
- 2014-05-05 CN CN201910890879.4A patent/CN110746277B/zh active Active
- 2014-05-05 EP EP14721401.9A patent/EP2994447B1/en active Active
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2017
- 2017-06-23 US US15/631,647 patent/US10752862B2/en active Active
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