# US 4,392,976 A · Enhancing or augmenting the aroma of detergents using mixtures including 4-methyl-3-cyclohexene-1-carboxylic acid

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- Number: US 4,392,976 A
- Document ID: US4392976A
- Status: Granted
- Kind: A
- Application number: 06/391,590
- Filed: 1982-06-24
- Granted: 1983-07-12
- Earliest claimed: 1981-09-03
- Assignees: International Flavors & Fragrances Inc.
- Inventors: Nicholas Calderone; Hugh Watkins; Takao Yoshida
- Web page: https://patentgrep.com/patent/US4392976A

## CPC

- C11D 3/50: Perfumes
- C11B 9/0034: {the ring containing six carbon atoms}
- C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- 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 (drying-oils C09F)

## Abstract

Described is the compound, 4-methyl-3-cyclohexene-1-carboxylic acid having the structure: ##STR1## and the use thereof in augmenting or enhancing the aroma of perfume compositions, perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions and fabric softener articles as well as bath preparations and hair preparations). The said 4-methyl-3-cyclohexene-1-carboxylic acid is particularly useful as a replacement for cumin oil and/or cumin aldehyde in perfume compositions, colognes and perfumed articles.

## Claims

### Claim 1

A process for augmenting or enhancing the aroma of a solid or liquid anionic, cationic, nonionic or zwitterionic detergent comprising the step of adding to a solid or liquid anionic, cationic, nonionic or zwitterionic detergent base, an aroma augmenting or enhancing quantity of a mixture of chemical compounds comprising:
A. the compound having the structure: ##STR44## B. at least one compound selected from the group consisting of compounds having the structures: ##STR45## wherein R is selected from the group consisting of t-butyl and t-amyl and R' is selected from the group consisting of methyl, ethyl, propyl, allyl and methallyl.

### Claim 2 (depends on 1)

The process of claim 1 wherein the mixture of chemical compounds is a mixture of compounds having the structure: ##STR46## and the compounds defined according to the structures: ##STR47##