International Flavors & Fragrances Inc.

William L Schreiber

Manfred H Vock

Mark A Sprecker

Joaquin F Vinals

Edward J Shuster

Richard M Boden

Braja D Mookherjee

Futoshi Fujioka

Kenneth K Light

John B Hall

James M Sanders

Venkatesh Kamath

Ching Y Tseng

Denis E Hruza, Sr

Frederick L Schmitt

Jacob Kiwala

Alan O Pittet

James N Siano

Richard A Wilson

Ronald P Schreck

Robert P Belko

Marie R Hanna

Philip T Klemarczyk

Hugh Watkins

Michael Licciardello

Joseph A McGhie

Myrna L Hagedorn

Gilbert Stork

Thomas J O'Rourke

Ranya Muralidhara

Takao Yoshida

Donald A Withycombe

Christopher Giacino

Anne S Hruza

Loren B Schreiber

Wilhelmus J Wiegers

Anubhav P Narula

Lambert Dekker

Patrick Whelan

Patrick Chant

Robert W Trenkle

William J Evers

Edward J Granda

John J De Virgilio

Gerard Joseph Mosciano

Richard J Tokarzewski

Michel Van Praag

Anne Sanderson

Ira D Hill

Chi-Kuen Shu

Robert M Novak

Ronald S Fenn

William D Gillaspey

Louis J Strasburger

Bernard J Rutkowsky

Michel Van Praac

Anne Hruza Nee Sanderson

Karen A Geiger

Edward J Schuster

Henricus Gerardus Reijmer

Joacquin Vinals

Freddy Tabak

Futoshi Fujoika

The present invention is directed to cyclopropyl-2,6,6-trimethylcyclohex-3-enyl ketone and is use in creating perfumes and scents in such items as perfumes, colognes, toilet water and personal care products.

Cyclohexenyl cyclopropyl ketone

Described are novel aldehyde cyclic trimers which are useful for controllably releasing fragrance composition components into the environment surrounding the location of said trimers. The trimers are particularly useful in effecting malodor elimination from solid or semisolid surfaces, e.g., the human epidermis (skin) and surfaces that have a displeasing tobacco aroma.

Cyclic trimers of aldehydes, organoletpic uses thereof and process for

Described is the use of 1(3H)-isobenzofuranone having the structure: ##STR1## in augmenting, enhancing or imparting aromas in or to perfume compositions, colognes and perfumed articles.

Use of 1 (3H)-isobenzofuranone in perfumery

Described are mixtures of 2-(2-bornyloxy)-ethyl-1-ethanols defined according to the structure: ##STR1## which represents a mixture wherein in the mixture one of R.sub.1 or R.sub.2 is ethyl and the other of R.sub.1 or R.sub.2 is hydrogen, and organoleptic uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including but not limited to solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, perfumed polymers, cosmetic powders and hair preparations.

Mixtures of 2-(2-bornyloxy)-ethyl-1-ethanols and perfumery uses thereof

Described are the 2,2-dimethyl-4(2' or 4'-pyridyl) butyronitriles defined according to the generic structure: ##STR1## wherein one of R.sub.1 ' or R.sub.2 ' is the moiety: ##STR2## and the other of R.sub.1 ' or R.sub.2 ' is hydrogen as well as perfumery uses thereof and processes for preparing same.

Perfumery use of 2,2-dimethyl-4(2' or 4' pyridyl) butyronitrile and

Described is the use in imparting, augmenting or enhancing aromas to or in perfume compositions, colognes and perfumed articles by admixing therewith an aroma imparting, augmenting or enhancing quantity of 2,2-dimethyl-4-phenyl valeronitrile defined according to the structure: ##STR1## Also described herein is a process for preparing phenyl butyronitriles by reacting isobutyronitrile having the structure: ##STR2## with a styrene derivative defined according to the structure: ##STR3## according to the reaction: ##STR4## in the presence of a catalyst selected from the group consisting of sodium hydride and lithium diisopropyl amide having the structure: ##STR5## at a temperature in the range of from about 90.degree. C. up to about 130.degree. C. yielding more than about 65% by weight of product wherein R.sub.1 and R.sub.2 are the same or different and each represents hydrogen or methyl.

Process for preparing phenyl butyronitriles and perfumery use of

Described is an isomer-directed process for producing asymmetric ketones defined according to the generic structure: ##STR1## wherein one of Z.sub.1 or Z.sub.2 is the moiety: ##STR2## and the other of Z.sub.1 or Z.sub.2 is hydrogen; wherein R.sub.11 and R.sub.21 represent hydrogen or the same or different alkyl or alkenyl with the proviso that R.sub.11 and R.sub.21 are not both hydrogen or wherein R.sub.11 and R.sub.21 taken together:

Isomer-directed process for producing asymmetric ketones using catalytic

Described is allyl 4-cyclooctenyl glycolate of our invention having the structure: ##STR1## and the perfumery use thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, hair preparations and cosmetic powders. The genus defined according to the structure: ##STR2## wherein R represents hydrogen, allyl or alkali metal and: represents a covalent bond wherein R represents hydrogen or allyl and an ionic bond where R represents alkali metal defines all of the products of our invention including intermediates useful in the process for preparing the compound having the structure: ##STR3##

Allyl 4-cyclooctenyl glycolate, organoleptic uses thereof, process for

Described is allyl-4-cyclooctenyl glycolate of our invention having the structure: ##STR1## and the perfumery use thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, hair preparations and cosmetic powders. The genus defined according to the structure: ##STR2## wherein R represents hydrogen, allyl or alkali metal and:   represents a covalent bond wherein R represents hydrogen or allyl and an ionic bond where R represents alkali metal defines all of the products of our invention including intermediates useful in the process for preparing the compound having the structure: ##STR3## .

Allyl-4-cyclooctenyl glycolate, organoleptic uses thereof, process for

Described are the uses of mixtures of hydroxybornyloxybutanes defined according to the generic structure: ##STR1## wherein in the mixture in each of the compounds one or R.sub.1 or R.sub.2 is methyl and the other of R.sub.1 or R.sub.2 is hydrogen in augmenting or enhancing the aroma or taste of smoking tobacco articles and smoking tobacco compositions.

Use of hydroxybornyloxybutanes in augmenting or enhancing the aroma or

Described are mixtures of hydroxybornyloxybutanes defined according to the generic structure: ##STR1## wherein in the mixture in each of the compounds one of R.sub.1 or R.sub.2 is methyl and the other of R.sub.1 or R.sub.2 is hydrogen as well as methods for augmenting or enhancing the aroma of consumable materials including perfumes, colognes and perfumed articles by adding thereto an aroma augmenting or enhancing quantity of said mixture of hydroxybornyloxybutanes. The mixture of hydroxybornyloxybutanes of our invention defined according to the structure: ##STR2## is prepared according to the process of reacting camphene having the structure: ##STR3## with 1,3-dihydroxybutane having the structure: ##STR4## in the presence of an acid catalyst such as a Lewis acid or a protonic acid.

Process for augmenting or enhancing the aroma of detergents using

Hydroxybornyloxybutanes and organoleptic uses thereof

Described is an economical and novel process for preparing a mixture containing 2-campholenylidenbutanol having the structure: ##STR1## by means of reacting the compound having the structure: ##STR2## with hydrogen in the presence of a copper chromite catalyst having the formula:

Process for preparing mixture containing 2-campholenylidenbutanol,

Described is a mixture of polyhydroindan carboxaldehydes defined according to the structure: ##STR1## wherein R.sub.7 represents a moiety selected from the group consisting of methyl and isopropyl prepared by means of reacting bicyclopentadiene with a lower alkanol in the presence of a Lewis acid in order to form a mixture of compounds defined according to the structure: ##STR2## and then reacting the resulting ether with carbon monoxide and hydrogen in the presence of an 'oxo' reaction catalyst.

Alkoxy-substituted polyhydroindan carboxaldehydes

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Jackson, NJ, United States of America

William L Schreiber