International Flavors & Fragrances Inc.

Frederick L Schmitt

Manfred H Vock

Joaquin F Vinals

Jacob Kiwala

Mark A Sprecker

Braja D Mookherjee

Edward J Granda

James M Sanders

John B Hall

Cynthia J Mussinan

Edward J Shuster

Robert W Trenkle

Philip T Klemarczyk

Richard A Wilson

Richard M Boden

Augustinus G Van Loveren

Lambert Dekker

William L Schreiber

Wilhelmus J Wiegers

Bette M Light

Domenick Luccarelli, Jr

Venkatesh Kamath

Richard J Tokarzewski

Gilbert Stork

Hugh Watkins

Kenneth K Light

Takao Yoshida

William I Taylor

Robin L Kasper

William J Evers

Ira D Hill

Howard H Heinsohn, Jr

Ronald P Schreck

Robert M Novak

Timothy MacDonald

Arthur L Liberman

Alan O Pittet

Ranya Muralidhara

Chi-Kuen Shu

Joacquin Vinals

Arthur L Lieberman

Described are methods for augmenting or enhancing the aroma of perfumes and perfumed articles by adding thereto perfume aroma augmenting or enhancing quantities of novel methyl substituted-2-oxohexane derivatives produced by dimerizing isoamylene (2-methyl-2-butene) and then oxidizing the resulting product using formic acid and hydrogen peroxide; and optionally reacting the resulting product with a methyl Grignard reagent such as methyl magnesium chloride followed by hydrolysis; as well as perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, hair preparations, perfumed polymers and deodorant compositions as well as bleaching compositions containing same. Also covered is the genus of compounds defined according to the structure: ##STR1## wherein R.sub.1 and R.sub.2 taken together represent oxygen; or wherein, taken separately, R.sub.1 is hydroxyl and R.sub.2 is methyl or R.sub.1 is oxymagnesium halide and R.sub.2 is methyl; and wherein R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 represent hydrogen or methyl with the provisos that:

Methyl substituted-2-oxohexane derivatives and processes for preparing

Described are methods for augmenting or enhancing the aroma of perfumes and perfumed articles by adding thereto perfume aroma augmenting or enhancing quantities of novel methyl substituted-2-oxohexane derivatives produced by dimerizing isoamylene (2-methyl-2-butene); then oxidizing the resulting product using formic acid and hydrogen peroxide; then reducing the resulting ketone(s) with an alkali metal borohydride; and then, optionally, reacting the resulting alcohol(s) with acetic anhydride to form one or more esters; as well as perfume compositions, colognes and perfumed articles including solid or liquid anionic cationic nonionic or zwitterionic detergents, fabric softener compositions, hair preparations, perfumed polymers and deodorant compositions as well as bleaching compositions containing same. Also covered is the genus of compounds defined according to the structure: ##STR1## wherein R.sub.12 represents hydroxyl:

Processes for preparing methyl substituted-2-oxohexane mixtures

Described are compounds defined according to the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond; and one of R.sub.1 and R.sub.2 is methyl and the other of R.sub.1 and R.sub.2 is hydrogen. In addition, organoleptic uses of such compounds are disclosed for augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, chewing tobaccos, medicinal products, toothpastes, perfumes, perfumed articles (such as liquid or solid, anionic, cationic, nonionic or zwitterionic detergents), fabric softeners and dryer-added fabric softener articles.

Carbomethoxy methyl norbornanes, organoleptic uses thereof and process

Described are methods for augmenting or enhancing the aroma of perfumes and perfumed articles by adding thereto perfume aroma augmenting or enhancing quantities of novel methyl substituted-2-oxohexane derivatives produced by dimerizing isoamylene (2-methyl-2-butene); then oxidizing the resulting product using formic acid and hydrogen peroxide; then reducing the resulting ketone(s) with an alkali metal borohydride; and then, optionally, reacting the resulting alcohol(s) with acetic anhydride to form one or more esters; as well as perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, hair preparations, perfumed polymers and deodorant compositions as well as bleaching compositions containing same. Also covered is the genus of compounds defined according to the structure ##STR1## wherein R.sub.12 represents hydroxyl:

Methyl substituted-2-oxohexane derivatives and process for preparing and

Described are methyl substituted norbornane derivatives having the generic structure: ##STR1## wherein R represents the nitrile moiety having the structure: ##STR2## or the dimethoxymethyl moiety having the structure: ##STR3## and wherein one of R.sub.1, or R.sub.2 is methyl and the other of R.sub.1 or R.sub.2 is hydrogen. Also described are processes and compositions for augmenting or enhancing the flavor and/or aroma of consumable materials including foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos, perfumes, colognes and perfumed articles such as solid or liquid anionic, cationic, nonionic or zwitterionic detergents or fabric softeners or fabric softener articles using as the essential ingredient at least one of methyl substituted norbornane derivatives of our invention.

Methyl substituted norbornane derivatives, organoleptic uses thereof and

Described are methods for augmenting or enhancing the aroma of perfumes and perfumed articles by adding thereto perfume aroma augmenting or enhancing quantities of novel C.sub.10 -branched olefin epoxide mixtures produced by dimerizing isoamylene, (2-methyl-2-butene) and then epoxidizing the resulting product; as well as perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, hair preparations and deodorant compositions as well as bleaching compositions containing same.

Mixture of aliphatic C.sub.10 branched olefin epoxides and use thereof

Described are methyl substituted norbornane derivatives having the generic structure: ##STR1## wherein R represents the nitrile moiety having the structure:

Process of augmenting the aroma of detergents using methyl substituted

Flavoring with carbomethoxy methyl norbornanes

Described is the use of 4,4A,5,6-tetrahydro-7-methyl-2-(3H)-naphthalenone having the structure: ##STR1## in substantially pure liquid or pure crystalline form for augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos, smoking tobaccos, smoking tobacco articles, perfumes, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softeners, fabric softener articles, perfumed polymers, hair preparations and the like.

Flavoring foodstuffs and chewing gums with

Described is a process for augmenting or enhancing the aroma or taste of foodstuffs and chewing gums comprising the step of adding to a foodstuff composition or chewing gum composition, an aroma or taste augmenting or enhancing quantity of at least one of the two compounds having the structures: ##STR1##

Use of esters of 1-acetyl cyclohexanol in augmenting or enhancing the

Mixture of aliphatic C.sub.10 -branched olefin epoxides and use thereof

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Holmdel, NJ, United States of America

Frederick L Schmitt