CA1083178A - Substances aromatisantes a base de bicyclo et de tricycloalcanones - Google Patents

Substances aromatisantes a base de bicyclo et de tricycloalcanones

Info

Publication number: CA1083178A
Authority: CA; Canada
Prior art keywords: carbon atoms; compounds; fragrance; alkyl; compound
Prior art date: 1975-12-29
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

Application number

CA336,215A

Other languages

English (en)

Inventor

Jordan J. Bloomfield

Dennis C. Owsley

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Bush Boake Allen Inc

Original Assignee

Bush Boake Allen Inc

Priority date (The priority date 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 date listed.)

1975-12-29

Filing date

1979-09-24

Publication date

1980-08-05

1975-12-29 Priority claimed from US05/645,188 external-priority patent/US4051076A/en

1979-09-24 Application filed by Bush Boake Allen Inc filed Critical Bush Boake Allen Inc

1979-09-24 Priority to CA336,215A priority Critical patent/CA1083178A/fr

1980-08-05 Application granted granted Critical

1980-08-05 Publication of CA1083178A publication Critical patent/CA1083178A/fr

Status Expired legal-status Critical Current

Links

239000000126 substance Substances 0.000 title description 7
150000001875 compounds Chemical class 0.000 claims abstract description 57
239000000203 mixture Substances 0.000 claims abstract description 44
239000003205 fragrance Substances 0.000 claims abstract description 41
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 14
239000001257 hydrogen Substances 0.000 claims abstract description 14
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 14
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 12
125000000217 alkyl group Chemical group 0.000 claims abstract description 12
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 24
238000006243 chemical reaction Methods 0.000 claims description 10
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 9
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
238000000034 method Methods 0.000 claims description 5
239000002904 solvent Substances 0.000 claims description 5
229930195733 hydrocarbon Natural products 0.000 claims description 3
150000002430 hydrocarbons Chemical class 0.000 claims description 3
230000029553 photosynthesis Effects 0.000 claims description 3
238000010672 photosynthesis Methods 0.000 claims description 3
150000002170 ethers Chemical class 0.000 claims description 2
239000000758 substrate Substances 0.000 claims 2
PERIHWAPLOBAJM-UHFFFAOYSA-N dodecan-3-one Chemical compound CCCCCCCCCC(=O)CC PERIHWAPLOBAJM-UHFFFAOYSA-N 0.000 claims 1
235000019568 aromas Nutrition 0.000 abstract description 5
125000003545 alkoxy group Chemical group 0.000 abstract description 4
229910052799 carbon Inorganic materials 0.000 abstract description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 3
125000004430 oxygen atom Chemical group O* 0.000 abstract description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 2
125000003118 aryl group Chemical group 0.000 abstract description 2
150000002431 hydrogen Chemical class 0.000 abstract description 2
230000005923 long-lasting effect Effects 0.000 abstract description 2
125000001424 substituent group Chemical group 0.000 abstract description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 32
229910052757 nitrogen Inorganic materials 0.000 description 16
239000000047 product Substances 0.000 description 15
239000000243 solution Substances 0.000 description 13
JWSRUPAFLPWLNO-UHFFFAOYSA-N tridecan-4-one Chemical compound CCCCCCCCCC(=O)CCC JWSRUPAFLPWLNO-UHFFFAOYSA-N 0.000 description 13
239000000306 component Substances 0.000 description 12
HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 12
239000003921 oil Substances 0.000 description 9
239000002304 perfume Substances 0.000 description 8
239000011521 glass Substances 0.000 description 7
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 7
229910052753 mercury Inorganic materials 0.000 description 7
238000007654 immersion Methods 0.000 description 6
239000010453 quartz Substances 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 2-octanone Chemical compound CCCCCCC(C)=O ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 0.000 description 5
241000717739 Boswellia sacra Species 0.000 description 5
239000004863 Frankincense Substances 0.000 description 5
-1 for example Substances 0.000 description 5
238000002360 preparation method Methods 0.000 description 5
150000001336 alkenes Chemical class 0.000 description 4
230000000694 effects Effects 0.000 description 4
239000000463 material Substances 0.000 description 4
239000007787 solid Substances 0.000 description 4
XJLDYKIEURAVBW-UHFFFAOYSA-N Aethyl-heptyl-keton Natural products CCCCCCCC(=O)CC XJLDYKIEURAVBW-UHFFFAOYSA-N 0.000 description 3
238000009835 boiling Methods 0.000 description 3
239000002537 cosmetic Substances 0.000 description 3
238000006352 cycloaddition reaction Methods 0.000 description 3
URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 description 3
239000004913 cyclooctene Substances 0.000 description 3
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
238000006303 photolysis reaction Methods 0.000 description 3
230000015843 photosynthesis, light reaction Effects 0.000 description 3
239000000843 powder Substances 0.000 description 3
239000000344 soap Substances 0.000 description 3
WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
IGODOXYLBBXFDW-UHFFFAOYSA-N alpha-Terpinyl acetate Chemical compound CC(=O)OC(C)(C)C1CCC(C)=CC1 IGODOXYLBBXFDW-UHFFFAOYSA-N 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
239000002781 deodorant agent Substances 0.000 description 2
239000003599 detergent Substances 0.000 description 2
RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
230000008020 evaporation Effects 0.000 description 2
230000002045 lasting effect Effects 0.000 description 2
CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
239000007788 liquid Substances 0.000 description 2
235000019645 odor Nutrition 0.000 description 2
239000005297 pyrex Substances 0.000 description 2
238000009987 spinning Methods 0.000 description 2
BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 2
IIYFAKIEWZDVMP-UHFFFAOYSA-N tridecane Chemical compound CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 description 2
239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
SEPPVOUBHWNCAW-FNORWQNLSA-N (E)-4-oxonon-2-enal Chemical compound CCCCCC(=O)\C=C\C=O SEPPVOUBHWNCAW-FNORWQNLSA-N 0.000 description 1
CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
GOLORTLGFDVFDW-UHFFFAOYSA-N 3-(1h-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one Chemical compound C1=CC=C2NC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 GOLORTLGFDVFDW-UHFFFAOYSA-N 0.000 description 1
LLBZPESJRQGYMB-UHFFFAOYSA-N 4-one Natural products O1C(C(=O)CC)CC(C)C11C2(C)CCC(C3(C)C(C(C)(CO)C(OC4C(C(O)C(O)C(COC5C(C(O)C(O)CO5)OC5C(C(OC6C(C(O)C(O)C(CO)O6)O)C(O)C(CO)O5)OC5C(C(O)C(O)C(C)O5)O)O4)O)CC3)CC3)=C3C2(C)CC1 LLBZPESJRQGYMB-UHFFFAOYSA-N 0.000 description 1
IJWCPUQPEAINNL-UHFFFAOYSA-N 7-tert-butyl-4,5-dimethylbicyclo[3.2.0]heptan-2-one 7-tert-butyl-5-methylbicyclo[3.2.0]heptan-2-one 7-tert-butyl-4,4,5-trimethylbicyclo[3.2.0]heptan-2-one Chemical compound C(C)(C)(C)C1CC2(C(CC(C12)=O)(C)C)C.C(C)(C)(C)C1CC2(C(CC(C12)=O)C)C.C(C)(C)(C)C1CC2(CCC(C12)=O)C IJWCPUQPEAINNL-UHFFFAOYSA-N 0.000 description 1
IXPUYCPHCORWSN-UHFFFAOYSA-N 8-tert-butyl-4,4,6-trimethylbicyclo[4.2.0]octan-2-one Chemical compound C1C(C)(C)CC(=O)C2C(C(C)(C)C)CC21C IXPUYCPHCORWSN-UHFFFAOYSA-N 0.000 description 1
NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
244000223760 Cinnamomum zeylanicum Species 0.000 description 1
240000007311 Commiphora myrrha Species 0.000 description 1
235000006965 Commiphora myrrha Nutrition 0.000 description 1
BUDQDWGNQVEFAC-UHFFFAOYSA-N Dihydropyran Chemical compound C1COC=CC1 BUDQDWGNQVEFAC-UHFFFAOYSA-N 0.000 description 1
241000402754 Erythranthe moschata Species 0.000 description 1
KBEBGUQPQBELIU-CMDGGOBGSA-N Ethyl cinnamate Chemical compound CCOC(=O)\C=C\C1=CC=CC=C1 KBEBGUQPQBELIU-CMDGGOBGSA-N 0.000 description 1
239000005770 Eugenol Substances 0.000 description 1
235000007265 Myrrhis odorata Nutrition 0.000 description 1
UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 1
241000220317 Rosa Species 0.000 description 1
240000000513 Santalum album Species 0.000 description 1
235000008632 Santalum album Nutrition 0.000 description 1
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
239000003788 bath preparation Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
235000008429 bread Nutrition 0.000 description 1
239000000969 carrier Substances 0.000 description 1
239000010627 cedar oil Substances 0.000 description 1
AICQDCHSUWFHCC-ZUFFMMDNSA-N cedrenyl acetate Chemical compound C1[C@]23[C@H](C)CC[C@H]3C(C)(C)[C@@H]1C(COC(C)=O)=CC2 AICQDCHSUWFHCC-ZUFFMMDNSA-N 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
KBEBGUQPQBELIU-UHFFFAOYSA-N cinnamic acid ethyl ester Natural products CCOC(=O)C=CC1=CC=CC=C1 KBEBGUQPQBELIU-UHFFFAOYSA-N 0.000 description 1
235000017803 cinnamon Nutrition 0.000 description 1
238000013329 compounding Methods 0.000 description 1
235000009508 confectionery Nutrition 0.000 description 1
239000006071 cream Substances 0.000 description 1
FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohex-2-enone Chemical compound O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 description 1
CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000010410 dusting Methods 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
235000019441 ethanol Nutrition 0.000 description 1
229960002217 eugenol Drugs 0.000 description 1
230000003631 expected effect Effects 0.000 description 1
239000000834 fixative Substances 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000003676 hair preparation Substances 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000004922 lacquer Substances 0.000 description 1
150000002596 lactones Chemical class 0.000 description 1
229930007744 linalool Natural products 0.000 description 1
239000006210 lotion Substances 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000003607 modifier Substances 0.000 description 1
SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
230000009965 odorless effect Effects 0.000 description 1
JJVNINGBHGBWJH-UHFFFAOYSA-N ortho-vanillin Chemical compound COC1=CC=CC(C=O)=C1O JJVNINGBHGBWJH-UHFFFAOYSA-N 0.000 description 1
YELXTWKVTZTDCM-UHFFFAOYSA-N pentadecan-3-one Chemical compound CCCCCCCCCCCCC(=O)CC YELXTWKVTZTDCM-UHFFFAOYSA-N 0.000 description 1
QCJWNUNXTZOXCF-UHFFFAOYSA-N pentadecan-4-one Chemical compound CCCCCCCCCCCC(=O)CCC QCJWNUNXTZOXCF-UHFFFAOYSA-N 0.000 description 1
239000012437 perfumed product Substances 0.000 description 1
230000002688 persistence Effects 0.000 description 1
229940067107 phenylethyl alcohol Drugs 0.000 description 1
239000003380 propellant Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
230000028327 secretion Effects 0.000 description 1
239000002453 shampoo Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
230000000475 sunscreen effect Effects 0.000 description 1
239000000516 sunscreening agent Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
239000000341 volatile oil Substances 0.000 description 1

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Fats And Perfumes (AREA)

CA336,215A 1975-12-29 1979-09-24 Substances aromatisantes a base de bicyclo et de tricycloalcanones Expired CA1083178A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA336,215A CA1083178A (fr)	1975-12-29	1979-09-24	Substances aromatisantes a base de bicyclo et de tricycloalcanones

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US645,188		1975-12-29
US05/645,188 US4051076A (en)	1975-12-29	1975-12-29	Aroma chemicals
CA268,768A CA1087100A (fr)	1975-12-29	1976-12-24	Substances aromatiques contenant des bicyclo-et tricycloalcanones
CA336,215A CA1083178A (fr)	1975-12-29	1979-09-24	Substances aromatisantes a base de bicyclo et de tricycloalcanones

Publications (1)

Publication Number	Publication Date
CA1083178A true CA1083178A (fr)	1980-08-05

Family

ID=27164844

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA336,215A Expired CA1083178A (fr)	1975-12-29	1979-09-24	Substances aromatisantes a base de bicyclo et de tricycloalcanones

Country Status (1)

Country	Link
CA (1)	CA1083178A (fr)

1979
- 1979-09-24 CA CA336,215A patent/CA1083178A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1997-08-05	MKEX	Expiry

Publication	Publication Date	Title
US3636113A (en)	1972-01-18	Novel fragrance materials chemical intermediates and processes
EP0049545A1 (fr)	1982-04-14	Lampe à vapeur de mercure à haute pression
US3716498A (en)	1973-02-13	Novel fragrance compositions
US3660311A (en)	1972-05-02	Novel fragrance methods and compositions
US3647880A (en)	1972-03-07	Novel fragrance materials and processes
US4044057A (en)	1977-08-23	Aroma chemicals
CA1117425A (fr)	1982-02-02	Parfums
CA1087100A (fr)	1980-10-07	Substances aromatiques contenant des bicyclo-et tricycloalcanones
CA1083178A (fr)	1980-08-05	Substances aromatisantes a base de bicyclo et de tricycloalcanones
US3996169A (en)	1976-12-07	Perfume uses of tricyclic alcohols and processes
US20090081150A1 (en)	2009-03-26	Cyclopropanated macrocyclic ketones and lactones
US5679634A (en)	1997-10-21	Use of dihydrobenzofuranones as perfuming ingredients
US3981924A (en)	1976-09-21	Diels-Alder adduct product
US4278569A (en)	1981-07-14	2,2,3-Trimethyl-3-cyclopenten-1-ylalkyl, alkenyl and alkylidene, cyclohexanols, organo-leptic uses thereof in perfume compositions, colognes and perfumed articles
US6008186A (en)	1999-12-28	Perfuming ingredients of woody, fruity odor
US20040014633A1 (en)	2004-01-22	Ethers of 2,2,4-trimethylpentane-1,3-diol as fragrance materials
US3965186A (en)	1976-06-22	5- OR 6-Acetyl-substituted 1-methyl-4-isopropyl-1,4-ethano-cyclohex-2-enes
CA1294888C (fr)	1992-01-28	Produit caracterise par une fragrance balsamique et procede de fabrication connexe
US4404127A (en)	1983-09-13	Perfume compositions and perfumed materials and articles, containing phenyl-tetrahydrofurans as a fragrance
US3729514A (en)	1973-04-24	Novel chemical compounds and process
EP1702911B1 (fr)	2009-11-18	Dérivés de 1-(2-ethyle-1-methyle-cyclopropyle)-one/ol substitués
US5939368A (en)	1999-08-17	Use of 1-methoxy-2-methyl-3-phenylpropane, 1-(2-methoxypropyl)-4-methylbenzene and 3-methoxy-2,2,3-trimethyl-1-phenylbutane in perfumery
JP4125966B2 (ja)	2008-07-30	香料成分としての不飽和エステルの使用、香料組成物、香料添加製品、および不飽和エステル化合物
US4661286A (en)	1987-04-28	Oxaspirododecane derivatives and perfume compositions containing them
US4396523A (en)	1983-08-02	1-Phenyl-and-benzyl-2,2-dichloro-cyclopropanes