GB1057360A - Derivatives of dihydrocinnamaldehyde useful in perfumery - Google Patents
Derivatives of dihydrocinnamaldehyde useful in perfumeryInfo
- Publication number
- GB1057360A GB1057360A GB4772065A GB4772065A GB1057360A GB 1057360 A GB1057360 A GB 1057360A GB 4772065 A GB4772065 A GB 4772065A GB 4772065 A GB4772065 A GB 4772065A GB 1057360 A GB1057360 A GB 1057360A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- substituted
- cyclohexyl
- alkenyl
- optionally
- 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.)
- Expired
Links
- YGCZTXZTJXYWCO-UHFFFAOYSA-N 3-phenylpropanal Chemical class O=CCCC1=CC=CC=C1 YGCZTXZTJXYWCO-UHFFFAOYSA-N 0.000 title abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 239000002304 perfume Substances 0.000 abstract 3
- 125000001424 substituent group Chemical group 0.000 abstract 3
- NSBVUMUHYMLXLM-UHFFFAOYSA-N 3-[4-(2-methylpropyl)phenyl]propanal Chemical compound CC(C)CC1=CC=C(CCC=O)C=C1 NSBVUMUHYMLXLM-UHFFFAOYSA-N 0.000 abstract 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 abstract 2
- 150000001299 aldehydes Chemical class 0.000 abstract 2
- -1 alkyl aryl sulphonate Chemical compound 0.000 abstract 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 1
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 abstract 1
- 230000001166 anti-perspirative effect Effects 0.000 abstract 1
- 239000003213 antiperspirant Substances 0.000 abstract 1
- 150000001555 benzenes Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000008294 cold cream Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- 239000003599 detergent Substances 0.000 abstract 1
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 239000006210 lotion Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000012452 mother liquor Substances 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 abstract 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
- C11B9/0061—Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/54—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/85—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/228—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/228—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde
- C07C47/23—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/228—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde
- C07C47/232—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde having unsaturation outside the aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/235—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings and other rings
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR994846A FR1430164A (fr) | 1964-11-13 | 1964-11-13 | Aldéhyde p. isobutyl alpha-méthyldihydrocinnamique |
| FR14857A FR1443997A (fr) | 1964-11-13 | 1965-04-27 | Aldéhyde o. isobutyl alpha-méthyl dihydrocinnamique |
| FR35495A FR1460826A (fr) | 1964-11-13 | 1965-10-19 | Aldéhydes dihydrocinnamiques substitués |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1057360A true GB1057360A (en) | 1967-02-01 |
Family
ID=27242118
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4772065A Expired GB1057360A (en) | 1964-11-13 | 1965-11-10 | Derivatives of dihydrocinnamaldehyde useful in perfumery |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE672280A (enExample) |
| CH (1) | CH447440A (enExample) |
| DE (1) | DE1467511A1 (enExample) |
| FR (3) | FR1430164A (enExample) |
| GB (1) | GB1057360A (enExample) |
| NL (1) | NL149778B (enExample) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0043526A1 (en) * | 1980-07-04 | 1982-01-13 | L. GIVAUDAN & CIE Société Anonyme | Process for the preparation of dihydrocinnamaldehyde derivatives |
| WO2014180945A1 (en) * | 2013-05-08 | 2014-11-13 | Givaudan Sa | 3-(4-isobutyl-2-methylphenyl) propanal as perfume ingredient |
| CN105218395A (zh) * | 2015-11-04 | 2016-01-06 | 杨海霞 | 一种偶氮化合物的合成方法 |
| WO2016074698A1 (en) * | 2014-11-10 | 2016-05-19 | Givaudan Sa | Improvements in or relating to organic compounds |
| JP2016523828A (ja) * | 2013-05-08 | 2016-08-12 | ジボダン エス エー | 有機化合物におけるまたはそれらに関する改善 |
| CN106365968A (zh) * | 2016-08-30 | 2017-02-01 | 安徽华业香料股份有限公司 | 一种银醛香料的合成方法 |
| CN106478391A (zh) * | 2016-08-30 | 2017-03-08 | 安徽华业香料股份有限公司 | 一种对异丁基‑β‑氯‑α‑甲基苯丙烯醛的合成方法 |
| US9708570B2 (en) * | 2013-06-28 | 2017-07-18 | Givaudan, S.A. | Organic compounds |
| WO2019122236A1 (en) | 2017-12-21 | 2019-06-27 | Firmenich Sa | Method for identifying positive allosteric modulators for odorant receptors |
| WO2020127325A2 (en) | 2018-12-19 | 2020-06-25 | Firmenich Sa | Use of volatile compounds to modulate the perception of floral muguet |
| US10760033B2 (en) | 2014-11-12 | 2020-09-01 | Givaudan Sa | Process of forming 2-(4-isobutyl-2-methylphenyl) propanal |
| WO2022207619A1 (en) * | 2021-04-01 | 2022-10-06 | Basf Se | 2-(2-(3-methylbut-2-en-1yl)phenyl) propanal and mixtures thereof as aroma ingredient |
| USRE49502E1 (en) * | 2014-11-10 | 2023-04-25 | Givaudan Sa | Phenyl based compounds substituted with aldehyde moieties and their use in perfumery |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE121382T1 (de) * | 1989-04-12 | 1995-05-15 | Firmenich & Cie | Aromatische aldehyde, ihre derivate und ihre verwendung als bestandteil in riechstoffen, herbiziden und fungiziden. |
| MX2024003871A (es) * | 2021-09-29 | 2024-04-19 | Mitsubishi Gas Chemical Co | Composicion de aldehidos. |
| US20250382251A1 (en) * | 2022-06-17 | 2025-12-18 | Mitsubishi Gas Chemical Company, Inc. | Aldehyde composition |
-
0
- BE BE672280D patent/BE672280A/xx unknown
-
1964
- 1964-11-13 FR FR994846A patent/FR1430164A/fr not_active Expired
-
1965
- 1965-04-27 FR FR14857A patent/FR1443997A/fr not_active Expired
- 1965-10-19 FR FR35495A patent/FR1460826A/fr not_active Expired
- 1965-11-10 NL NL6514604A patent/NL149778B/xx not_active IP Right Cessation
- 1965-11-10 GB GB4772065A patent/GB1057360A/en not_active Expired
- 1965-11-12 DE DE19651467511 patent/DE1467511A1/de not_active Withdrawn
- 1965-11-12 CH CH1564265A patent/CH447440A/fr unknown
Cited By (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0043526A1 (en) * | 1980-07-04 | 1982-01-13 | L. GIVAUDAN & CIE Société Anonyme | Process for the preparation of dihydrocinnamaldehyde derivatives |
| US4389527A (en) * | 1980-07-04 | 1983-06-21 | Givaudan Corporation | Process for the preparation of dihydrocinnamaldehyde derivatives |
| CN105208999B (zh) * | 2013-05-08 | 2019-05-10 | 奇华顿股份有限公司 | 作为香料成分的3-(4-异丁基-2-甲基苯基)丙醛 |
| US9656938B2 (en) | 2013-05-08 | 2017-05-23 | Givaudan S.A. | Organic compounds |
| WO2014180945A1 (en) * | 2013-05-08 | 2014-11-13 | Givaudan Sa | 3-(4-isobutyl-2-methylphenyl) propanal as perfume ingredient |
| KR20160006690A (ko) * | 2013-05-08 | 2016-01-19 | 지보당 에스아 | 향수 성분으로서의 3-(4-이소부틸-2-메틸페닐) 프로판알 |
| AU2014264609B2 (en) * | 2013-05-08 | 2018-03-08 | Givaudan Sa | 3-(4-isobutyl-2-methylphenyl) propanal as perfume ingredient |
| JP2016523828A (ja) * | 2013-05-08 | 2016-08-12 | ジボダン エス エー | 有機化合物におけるまたはそれらに関する改善 |
| JP2016523827A (ja) * | 2013-05-08 | 2016-08-12 | ジボダン エス エー | 香料成分としての３−（４−イソブチル−２−メチルフェニル）プロパナール |
| KR102353588B1 (ko) | 2013-05-08 | 2022-01-19 | 지보당 에스아 | 향수 성분으로서의 3-(4-이소부틸-2-메틸페닐) 프로판알 |
| JP2018138550A (ja) * | 2013-05-08 | 2018-09-06 | ジボダン エス エー | 有機化合物におけるまたはそれらに関する改善 |
| US10457891B2 (en) | 2013-05-08 | 2019-10-29 | Givaudan S.A. | Organic compounds |
| RU2662835C2 (ru) * | 2013-05-08 | 2018-07-31 | Живодан Са | 3-(4-изобутил-2-метилфенил)пропаналь в качестве парфюмерного ингредиента |
| US9988592B2 (en) | 2013-05-08 | 2018-06-05 | Givaudan, S.A. | Organic compounds |
| CN105208999A (zh) * | 2013-05-08 | 2015-12-30 | 奇华顿股份有限公司 | 作为香料成分的3-(4-异丁基-2-甲基苯基)丙醛 |
| US9708570B2 (en) * | 2013-06-28 | 2017-07-18 | Givaudan, S.A. | Organic compounds |
| CN107074714A (zh) * | 2014-11-10 | 2017-08-18 | 奇华顿股份有限公司 | 有机化合物中或与之相关的改进 |
| WO2016074698A1 (en) * | 2014-11-10 | 2016-05-19 | Givaudan Sa | Improvements in or relating to organic compounds |
| JP2017534650A (ja) * | 2014-11-10 | 2017-11-24 | ジボダン エス エー | 有機化合物におけるまたは関連する改善 |
| CN107074714B (zh) * | 2014-11-10 | 2020-11-06 | 奇华顿股份有限公司 | 有机化合物中或与之相关的改进 |
| US10138195B2 (en) | 2014-11-10 | 2018-11-27 | Givaudan, S.A. | Organic compounds |
| USRE49502E1 (en) * | 2014-11-10 | 2023-04-25 | Givaudan Sa | Phenyl based compounds substituted with aldehyde moieties and their use in perfumery |
| US10760033B2 (en) | 2014-11-12 | 2020-09-01 | Givaudan Sa | Process of forming 2-(4-isobutyl-2-methylphenyl) propanal |
| CN105218395B (zh) * | 2015-11-04 | 2017-07-07 | 滁州品之达电器科技有限公司 | 一种偶氮化合物的合成方法 |
| CN105218395A (zh) * | 2015-11-04 | 2016-01-06 | 杨海霞 | 一种偶氮化合物的合成方法 |
| CN106478391A (zh) * | 2016-08-30 | 2017-03-08 | 安徽华业香料股份有限公司 | 一种对异丁基‑β‑氯‑α‑甲基苯丙烯醛的合成方法 |
| CN106365968A (zh) * | 2016-08-30 | 2017-02-01 | 安徽华业香料股份有限公司 | 一种银醛香料的合成方法 |
| WO2019122236A1 (en) | 2017-12-21 | 2019-06-27 | Firmenich Sa | Method for identifying positive allosteric modulators for odorant receptors |
| WO2020127325A2 (en) | 2018-12-19 | 2020-06-25 | Firmenich Sa | Use of volatile compounds to modulate the perception of floral muguet |
| WO2022207619A1 (en) * | 2021-04-01 | 2022-10-06 | Basf Se | 2-(2-(3-methylbut-2-en-1yl)phenyl) propanal and mixtures thereof as aroma ingredient |
Also Published As
| Publication number | Publication date |
|---|---|
| NL149778B (nl) | 1976-06-15 |
| CH447440A (fr) | 1967-11-30 |
| NL6514604A (enExample) | 1966-05-16 |
| BE672280A (enExample) | 1966-05-12 |
| DE1467511A1 (de) | 1969-02-27 |
| FR1443997A (fr) | 1966-07-01 |
| FR1430164A (fr) | 1966-03-04 |
| FR1460826A (fr) | 1966-01-07 |
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