PL72784B2 - - Google Patents
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- Publication number
- PL72784B2 PL72784B2 PL13983070A PL13983070A PL72784B2 PL 72784 B2 PL72784 B2 PL 72784B2 PL 13983070 A PL13983070 A PL 13983070A PL 13983070 A PL13983070 A PL 13983070A PL 72784 B2 PL72784 B2 PL 72784B2
- Authority
- PL
- Poland
- Prior art keywords
- diol
- hexane
- dimethyl
- floral
- ester
- Prior art date
Links
- 150000002148 esters Chemical class 0.000 claims description 3
- 239000002304 perfume Substances 0.000 claims description 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- KSEZPRJUTHMFGZ-UHFFFAOYSA-N 1-(3-ethyl-5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)ethanone Chemical compound CC1(C)CCC(C)(C)C2=C1C=C(C(C)=O)C(CC)=C2 KSEZPRJUTHMFGZ-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- ZWNMRZQYWRLGMM-UHFFFAOYSA-N 2,5-dimethylhexane-2,5-diol Chemical compound CC(C)(O)CCC(C)(C)O ZWNMRZQYWRLGMM-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 240000002505 Pogostemon cablin Species 0.000 description 2
- 235000011751 Pogostemon cablin Nutrition 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 2
- 239000012346 acetyl chloride Substances 0.000 description 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- UWKAYLJWKGQEPM-LBPRGKRZSA-N linalyl acetate Chemical compound CC(C)=CCC[C@](C)(C=C)OC(C)=O UWKAYLJWKGQEPM-LBPRGKRZSA-N 0.000 description 2
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-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
- -1 2,5-dimethylhexanediol acetate Chemical compound 0.000 description 1
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 244000178870 Lavandula angustifolia Species 0.000 description 1
- 235000010663 Lavandula angustifolia Nutrition 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- AXMVYSVVTMKQSL-UHFFFAOYSA-N UNPD142122 Natural products OC1=CC=C(C=CC=O)C=C1O AXMVYSVVTMKQSL-UHFFFAOYSA-N 0.000 description 1
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229940007550 benzyl acetate Drugs 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229940117916 cinnamic aldehyde Drugs 0.000 description 1
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 235000011869 dried fruits Nutrition 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000171 lavandula angustifolia l. flower oil Substances 0.000 description 1
- 239000001102 lavandula vera Substances 0.000 description 1
- 235000018219 lavender Nutrition 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- UWKAYLJWKGQEPM-UHFFFAOYSA-N linalool acetate Natural products CC(C)=CCCC(C)(C=C)OC(C)=O UWKAYLJWKGQEPM-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
Landscapes
- Fats And Perfumes (AREA)
Description
Pierwszenstwo: Zgloszenie ogloszono: 15.05*1973 Opis patentowy opublikowano: 25.11.1974 72784 KI. 23a, 6 MKP Cl Ib 9/00 'Kvórcy wynalazku: Wlodzimierz Daniewski, Iwona Wizner, Barbara Chmielarz Uprawniony z patentu tymczasowego: Instytut Chemii Przemyslowej, Warszawa (Polska) Srodek zapachowy o zapachu kwiatowym lub owocowym Przedmiotem wynalazku jest srodek zapachowy o zapachu kwiatowym lub owocowym na bazie 2,5-dwu- metylo-heksano-diolu-2,5, który stanowi pólprodukt przy syntezie wersalidu i ketonu paczulowego. Zwiazek ten otrzymuje sie z tanich i latwo dostepnych surowców dwoma metodami: przez utlenianie alkoholu tert-butylowe- go, przez kondensacje acetonu z karbidem i redukcje otrzymanego nienasyconego zwiazku.Stwierdzono, ze pochodne tego diolu, inne niz wersalid i keton paczulowy, dotychczas nie znane, maja cenne wlasnosci zapachowe, umozliwiajace stosowanie ich w kompozycjach perfumeryjnych.Celem wynalazku jest wzbogacenie bazy zwiazków zapachowych, stosowanych do kompozycji w perfu¬ merii, przez rozszerzenie asortymentu tych zwiazków.Srodek zapachowy wedlug wynalazku otrzymuje sie poddajac reakcji estryfikacji w znany sposób 2,5-dwu- metylo-heksano-diol-2,5 z nizszymi kwasami tluszczowymi.Szczególnie cenne sa estry uzyskane z 2,5-dwumetylo-heksano-diolu-2,5 i kwasu octowego lub propionowe- go. Ester octowy ma zapach kwiatowy, przypominajacy cenny octan linalilu, a propionian zapach suszonych owoców, bardziej slodki, perfumeryjny.Przyklad. 50 g 2,5-dwumetylo-heksano-diolu-2,5 poddaje sie reakcji z 42 g chlorku acetylu w srodo¬ wisku lOOg dwumetyloaniliny. Wyodrebniony ester o temperaturze wrzenia 76—77°C przy cisnieniu 1 mm Hg moze byc uzyty do nastepujacej kompozycji mydlarskiej: terpineol octan 2,5-dwumetyloheksanodiolu-2,5 aldehyd cynamonowy alkohol cynamonowy benzoesan benzylu pizmo ambretowe rezynoid mchu debowego linalol alkohol fenyloetylowy 200g 300g 100g 50g 50 g 40 g 60 g 150 g 250 g2 72 784 octanbenzylu 200 g tlenekdwufenylu 250 g olejeklawendowy 250 g Kompozycja ta jest typu lawendowego.Propionian 2,5-dwumetyloheksandiolu-2,5 otrzymuje sie analogicznie stosujac zamiast chlorku acetylu, chlorek propionylu. Ester propionowy wrze w temperaturze 100—101°C przy cisnieniu 2 mm Hg. PL PL
Claims (1)
1. Zastrzezenie patentowe Srodek zapachowy o zapachu kwiatowym lub owocowym, znamienny tym, ze zawiera ester 2,5-dwumety- loheksanodiolu-2,5 i nizszych kwasów tluszczowych. Prac. Poligraf. UPPRLzam. 1138/74 naklad 120+18. Cena 10 zl. PL PL
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL13983070A PL72784B2 (pl) | 1970-04-06 | 1970-04-06 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL13983070A PL72784B2 (pl) | 1970-04-06 | 1970-04-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL72784B2 true PL72784B2 (pl) | 1974-08-31 |
Family
ID=19951496
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL13983070A PL72784B2 (pl) | 1970-04-06 | 1970-04-06 |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL72784B2 (pl) |
-
1970
- 1970-04-06 PL PL13983070A patent/PL72784B2/pl unknown
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