International Flavors & Fragrances Inc.

Patrick Whelan

Mark A Sprecker

Marie R Hanna

Richard M Boden

William L Schreiber

Futoshi Fujioka

Manfred H Vock

Augustinus G Van Loveren

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

Described is the genus of polyhydroindan carboxaldehydes defined according to the structure: ##STR1## wherein each of the dashed lines represent carbon-carbon single bonds or carbon-carbon double bonds with the proviso that at least one of the dashed lines represents a carbon-carbon single bond; wherein one of R.sub.1, R.sub.2 and R.sub.3 is hydrogen or methyl and each of the other of R.sub.1, R.sub.2 and R.sub.3 represents hydrogen; wherein one of R.sub.4, R.sub.5 and R.sub.6 represents hydrogen or methyl and each of the other of R.sub.4, R.sub.5 and R.sub.6 represents hydrogen; wherein m is 0 or 1 and n is 0 or 1 and the sum of m+n=1; wherein X' represents one of the moieties: ##STR2## wherein R.sub.7 represents C.sub.1 -C.sub.3 alkyl or acetyl; and wherein R.sub.8 represents C.sub.1 -C.sub.3 alkyl, with the proviso that when X' is methylene having the structure: ##STR3## then m is 0 and n is 1 and with the further proviso that when n is 0, one of the dashed lines is a carbon-carbon double bond; and one of R.sub.1, R.sub.2 and R.sub.3 represents methyl and one of R.sub.4, R.sub.5, and R.sub.6 represents methyl, and uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, perfumed polymers and cosmetic powders). Also described is a process for preparing such polyhydroindan carboxaldehydes by reacting a tricyclic compound or mixture of compounds defined according to the structure: ##STR4## with carbon monoxide and hydrogen via an 'oxo' reaction; wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are defined, supra; wherein one of the dashed lines represents a carbon-carbon single bond and the other of the dashed lines represents a carbon-carbon double bond; wherein X' represents one of the moieties:  with the proviso that when X' is methylene having the structure: ##STR5## then the line:

Polyhydroindan carboxaldehydes and uses thereof in augmenting or

Described is a process for producing 1,1,4,7-tetramethyl-3-indanone defined according to the structure: ##STR1## the 1,1,4,7-tetramethyl-3-indanone per se and organoleptic uses thereof in augmenting or enhancing the aroma of perfume compositions, perfumed articles and colognes.

1,1,4,7-Tetramethyl-3-indanone, product produced thereby and

Described is the composition of matter defined according to the structure: ##STR1## as well as components of such composition having the structures: ##STR2## and uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles.

Polyhydroindan carboxaldehydes

Described is a process for producing 1,1-dimethyl-3-indanones defined according to the structure: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and each represents hydrogen or methyl with the proviso that at least one of R.sub.1 and R.sub.2 methyl, products produced thereby and organoleptic uses thereof in augmenting or enhancing the aroma of perfume compositions, perfumed articles and colognes.

Process for producing 1,1-dimethyl-3-indanones, products produced

Described are 5-alkoxybicyclo[2.2.1]heptane-2-oxypropane derivatives defined according to the structure: ##STR1## (wherein R represents C.sub.1 -C.sub.3 alkyl and wherein Z represents one of the moieties, carbinol having the structure: ##STR2## or carboxaldehyde having the structure: ##STR3## and uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes or perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, cosmetic powders, hair preparations, perfumed polymers and the like).

5-Alkoxybicyclo[2.2.1]heptane-2-oxypropane derivatives and uses thereof

Described are norbornyl diesters defined according to the structure: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different, C.sub.1 -C.sub.3 lower alkyl; wherein one of R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 is methyl and the other of R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 is hydrogen; and wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond for use 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, shampoos and other hair preparations as well as perfumed polymers, e.g., perfumed polyethylene.

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Matawan, NJ, United States of America

Patrick Whelan