AU5395301A - Fragrance composition comprising a mixture of nitriles - Google Patents
Fragrance composition comprising a mixture of nitriles Download PDFInfo
- Publication number
- AU5395301A AU5395301A AU53953/01A AU5395301A AU5395301A AU 5395301 A AU5395301 A AU 5395301A AU 53953/01 A AU53953/01 A AU 53953/01A AU 5395301 A AU5395301 A AU 5395301A AU 5395301 A AU5395301 A AU 5395301A
- Authority
- AU
- Australia
- Prior art keywords
- undecenonitrile
- fragrance composition
- composition according
- fragrance
- mixture
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 78
- 239000003205 fragrance Substances 0.000 title claims abstract description 50
- 150000002825 nitriles Chemical class 0.000 title description 11
- 239000004615 ingredient Substances 0.000 claims abstract description 22
- HETFMJQWNWIBPN-MDZDMXLPSA-N (e)-undec-2-enenitrile Chemical compound CCCCCCCC\C=C\C#N HETFMJQWNWIBPN-MDZDMXLPSA-N 0.000 claims description 17
- 230000001590 oxidative effect Effects 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- 238000005580 one pot reaction Methods 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims 1
- NRZJSHMHHFWKBV-UHFFFAOYSA-N undec-10-enenitrile Chemical compound C=CCCCCCCCCC#N NRZJSHMHHFWKBV-UHFFFAOYSA-N 0.000 abstract description 7
- 239000000243 solution Substances 0.000 description 12
- 150000001299 aldehydes Chemical class 0.000 description 9
- HBZDPWBWBJMYRY-UHFFFAOYSA-N decanenitrile Chemical compound CCCCCCCCCC#N HBZDPWBWBJMYRY-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 239000007844 bleaching agent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000843 powder 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
- PANBRUWVURLWGY-MDZDMXLPSA-N (E)-2-undecenal Chemical compound CCCCCCCC\C=C\C=O PANBRUWVURLWGY-MDZDMXLPSA-N 0.000 description 2
- 244000144730 Amygdalus persica Species 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 235000006040 Prunus persica var persica Nutrition 0.000 description 2
- -1 allylic halide Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 2
- 239000002979 fabric softener Substances 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 238000009991 scouring Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- KMPQYAYAQWNLME-UHFFFAOYSA-N undecanal Chemical compound CCCCCCCCCCC=O KMPQYAYAQWNLME-UHFFFAOYSA-N 0.000 description 2
- 229930006727 (-)-endo-fenchol Natural products 0.000 description 1
- FINOAUDUYKVGDS-UHFFFAOYSA-N (2-tert-butylcyclohexyl) acetate Chemical compound CC(=O)OC1CCCCC1C(C)(C)C FINOAUDUYKVGDS-UHFFFAOYSA-N 0.000 description 1
- WEFHSZAZNMEWKJ-KEDVMYETSA-N (6Z,8E)-undeca-6,8,10-trien-2-one (6E,8E)-undeca-6,8,10-trien-2-one (6Z,8E)-undeca-6,8,10-trien-3-one (6E,8E)-undeca-6,8,10-trien-3-one (6Z,8E)-undeca-6,8,10-trien-4-one (6E,8E)-undeca-6,8,10-trien-4-one Chemical compound CCCC(=O)C\C=C\C=C\C=C.CCCC(=O)C\C=C/C=C/C=C.CCC(=O)CC\C=C\C=C\C=C.CCC(=O)CC\C=C/C=C/C=C.CC(=O)CCC\C=C\C=C\C=C.CC(=O)CCC\C=C/C=C/C=C WEFHSZAZNMEWKJ-KEDVMYETSA-N 0.000 description 1
- DOTDUMQGUNHORY-MXOBTGDISA-N (NZ)-N-[(E)-undec-9-enylidene]hydroxylamine Chemical compound C\C=C\CCCCCCC\C=N/O DOTDUMQGUNHORY-MXOBTGDISA-N 0.000 description 1
- WEEGYLXZBRQIMU-UHFFFAOYSA-N 1,8-cineole Natural products C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- DLHQZZUEERVIGQ-UHFFFAOYSA-N 3,7-dimethyl-3-octanol Chemical compound CCC(C)(O)CCCC(C)C DLHQZZUEERVIGQ-UHFFFAOYSA-N 0.000 description 1
- DHJVLXVXNFUSMU-UHFFFAOYSA-N 3,7-dimethylnona-2,6-dienenitrile Chemical compound CCC(C)=CCCC(C)=CC#N DHJVLXVXNFUSMU-UHFFFAOYSA-N 0.000 description 1
- BGTBFNDXYDYBEY-FNORWQNLSA-N 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one Chemical compound C\C=C\C(=O)C1=C(C)CCCC1(C)C BGTBFNDXYDYBEY-FNORWQNLSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- NKBCZPJOQHHJJA-UHFFFAOYSA-N CC(COC(C)CO)O.C1(=CC=CC=C1)OC1=CC=CC=C1 Chemical compound CC(COC(C)CO)O.C1(=CC=CC=C1)OC1=CC=CC=C1 NKBCZPJOQHHJJA-UHFFFAOYSA-N 0.000 description 1
- 240000007436 Cananga odorata Species 0.000 description 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 241001672694 Citrus reticulata Species 0.000 description 1
- 244000068485 Convallaria majalis Species 0.000 description 1
- 235000009046 Convallaria majalis Nutrition 0.000 description 1
- 244000304337 Cuminum cyminum Species 0.000 description 1
- 235000007129 Cuminum cyminum Nutrition 0.000 description 1
- VXCUURYYWGCLIH-UHFFFAOYSA-N Dodecanenitrile Chemical compound CCCCCCCCCCCC#N VXCUURYYWGCLIH-UHFFFAOYSA-N 0.000 description 1
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 description 1
- IAIHUHQCLTYTSF-MRTMQBJTSA-N Fenchyl alcohol Chemical compound C1C[C@]2(C)[C@H](O)C(C)(C)[C@H]1C2 IAIHUHQCLTYTSF-MRTMQBJTSA-N 0.000 description 1
- 241000116713 Ferula gummosa Species 0.000 description 1
- 235000010254 Jasminum officinale Nutrition 0.000 description 1
- 240000005385 Jasminum sambac Species 0.000 description 1
- 244000178870 Lavandula angustifolia Species 0.000 description 1
- 235000010663 Lavandula angustifolia Nutrition 0.000 description 1
- 241000234479 Narcissus Species 0.000 description 1
- RFFFKMOABOFIDF-UHFFFAOYSA-N Pentanenitrile Chemical compound CCCCC#N RFFFKMOABOFIDF-UHFFFAOYSA-N 0.000 description 1
- 244000018633 Prunus armeniaca Species 0.000 description 1
- 235000009827 Prunus armeniaca Nutrition 0.000 description 1
- LCYXYLLJXMAEMT-SAXRGWBVSA-N Pyridinoline Chemical compound OC(=O)[C@@H](N)CCC1=C[N+](C[C@H](O)CC[C@H](N)C([O-])=O)=CC(O)=C1C[C@H](N)C(O)=O LCYXYLLJXMAEMT-SAXRGWBVSA-N 0.000 description 1
- GPMLJOOQCIHFET-UHFFFAOYSA-N Rhubafuran Chemical compound C1OC(C)CC1(C)C1=CC=CC=C1 GPMLJOOQCIHFET-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 235000012308 Tagetes Nutrition 0.000 description 1
- 241000736851 Tagetes Species 0.000 description 1
- 240000002657 Thymus vulgaris Species 0.000 description 1
- 235000007303 Thymus vulgaris Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- YPZUZOLGGMJZJO-UHFFFAOYSA-N ambrofix Natural products C1CC2C(C)(C)CCCC2(C)C2C1(C)OCC2 YPZUZOLGGMJZJO-UHFFFAOYSA-N 0.000 description 1
- 230000001166 anti-perspirative effect Effects 0.000 description 1
- 239000003213 antiperspirant Substances 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229960005233 cineole Drugs 0.000 description 1
- 229940043350 citral Drugs 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 229930008394 dihydromyrcenol Natural products 0.000 description 1
- XSNQECSCDATQEL-UHFFFAOYSA-N dihydromyrcenol Chemical compound C=CC(C)CCCC(C)(C)O XSNQECSCDATQEL-UHFFFAOYSA-N 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- XWEOGMYZFCHQNT-UHFFFAOYSA-N ethyl 2-(2-methyl-1,3-dioxolan-2-yl)acetate Chemical compound CCOC(=O)CC1(C)OCCO1 XWEOGMYZFCHQNT-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- IAIHUHQCLTYTSF-UHFFFAOYSA-N fenchyl alcohol Natural products C1CC2(C)C(O)C(C)(C)C1C2 IAIHUHQCLTYTSF-UHFFFAOYSA-N 0.000 description 1
- 239000004864 galbanum Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- 239000000118 hair dye Substances 0.000 description 1
- 239000001102 lavandula vera Substances 0.000 description 1
- 235000018219 lavender Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000006464 oxidative addition reaction Methods 0.000 description 1
- 238000010651 palladium-catalyzed cross coupling reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000001585 thymus vulgaris Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- RPLWLQJSZFPHGM-UHFFFAOYSA-N undec-9-enenitrile Chemical compound CC=CCCCCCCCC#N RPLWLQJSZFPHGM-UHFFFAOYSA-N 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0007—Aliphatic compounds
- C11B9/0023—Aliphatic compounds containing nitrogen as the only heteroatom
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
- Seasonings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00115699A EP1174116A1 (en) | 2000-07-21 | 2000-07-21 | Fragrance composition comprising a mixture of nitriles |
| EP001156991 | 2000-07-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU5395301A true AU5395301A (en) | 2002-01-24 |
Family
ID=8169318
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU53953/01A Abandoned AU5395301A (en) | 2000-07-21 | 2001-06-20 | Fragrance composition comprising a mixture of nitriles |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6743768B2 (enExample) |
| EP (1) | EP1174116A1 (enExample) |
| JP (1) | JP4989824B2 (enExample) |
| CN (1) | CN1240366C (enExample) |
| AT (1) | ATE281825T1 (enExample) |
| AU (1) | AU5395301A (enExample) |
| BR (1) | BR0103014B1 (enExample) |
| CA (1) | CA2353284A1 (enExample) |
| DE (1) | DE60107018T2 (enExample) |
| ES (1) | ES2231351T3 (enExample) |
| MX (1) | MXPA01006979A (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2874024B1 (fr) * | 2004-08-06 | 2007-10-12 | Tagasako Internat Corp | Utilisation d'alcoxybenzenes comme agent odoriferant pour les produits menagers, y compris les desodorisants d'interieur |
| JP2006282627A (ja) * | 2005-04-04 | 2006-10-19 | Takasago Internatl Corp | 染毛剤用安定組成物 |
| US7955593B2 (en) * | 2006-02-13 | 2011-06-07 | Zotos International, Inc. | Method and composition for reducing malodor in permanently waved hair |
| JP5399376B2 (ja) * | 2007-04-16 | 2014-01-29 | フイルメニツヒ ソシエテ アノニム | 付香成分としての４−ドデセン誘導体 |
| FR2978147B1 (fr) * | 2011-07-19 | 2015-01-09 | Arkema France | Procede de synthese d'acides omega-fonctionnalises a partir d'acides ou esters gras hydroxyles |
| CN105579021A (zh) * | 2013-09-25 | 2016-05-11 | 高砂香料工业株式会社 | 作为香味材料和风味材料的(6z)-壬-6-烯腈 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL136826C (enExample) * | 1963-05-03 | |||
| DE3932325A1 (de) * | 1989-09-28 | 1991-04-11 | Haarmann & Reimer Gmbh | Alkadiennitrile, verfahren zu ihrer herstellung und ihre verwendung |
| DE19738576A1 (de) * | 1997-09-04 | 1999-03-11 | Basf Ag | Verfahren zur Herstellung aliphatischer, ungesättigter Nitrile |
| US5888962A (en) * | 1997-11-20 | 1999-03-30 | Bush Boake Allen Inc. | Nitrile perfumery material |
-
2000
- 2000-07-21 EP EP00115699A patent/EP1174116A1/en not_active Withdrawn
-
2001
- 2001-06-20 AU AU53953/01A patent/AU5395301A/en not_active Abandoned
- 2001-07-09 MX MXPA01006979A patent/MXPA01006979A/es active IP Right Grant
- 2001-07-12 ES ES01116983T patent/ES2231351T3/es not_active Expired - Lifetime
- 2001-07-12 AT AT01116983T patent/ATE281825T1/de not_active IP Right Cessation
- 2001-07-12 DE DE60107018T patent/DE60107018T2/de not_active Expired - Lifetime
- 2001-07-17 CA CA002353284A patent/CA2353284A1/en not_active Abandoned
- 2001-07-18 JP JP2001217421A patent/JP4989824B2/ja not_active Expired - Lifetime
- 2001-07-20 CN CN01123364.8A patent/CN1240366C/zh not_active Expired - Lifetime
- 2001-07-20 BR BRPI0103014-0A patent/BR0103014B1/pt active IP Right Grant
- 2001-07-20 US US09/910,303 patent/US6743768B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| ATE281825T1 (de) | 2004-11-15 |
| DE60107018T2 (de) | 2005-10-20 |
| JP4989824B2 (ja) | 2012-08-01 |
| ES2231351T3 (es) | 2005-05-16 |
| BR0103014A (pt) | 2002-02-26 |
| CN1240366C (zh) | 2006-02-08 |
| JP2002080886A (ja) | 2002-03-22 |
| BR0103014B1 (pt) | 2014-04-29 |
| DE60107018D1 (de) | 2004-12-16 |
| US20020035054A1 (en) | 2002-03-21 |
| CA2353284A1 (en) | 2002-01-21 |
| US6743768B2 (en) | 2004-06-01 |
| MXPA01006979A (es) | 2003-08-20 |
| EP1174116A1 (en) | 2002-01-23 |
| CN1334076A (zh) | 2002-02-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK1 | Application lapsed section 142(2)(a) - no request for examination in relevant period |