Aliphatic branched olefin dioxolanes, dithiolanes, and oxathiolanes and uses thereof in augmenting or enhancing the aroma and/or taste of consumable materials

Claim 2

A process for augmenting or enhancing the aroma of a perfume composition or a cologne comprising the ste of adding to a perfume base or a cologne base an aroma augmenting or enhancing quantity of at least one dioxolane, oxathiolane or dithiolane compound defined according to the structure: ##STR212## wherein R 1 represents C 1 -C 4 lower alkyl; R 2 , R 3 , R 4 and R 5 represent hydrogen or C 1 -C 3 lower alkyl; X and Y are the same or different and each represents oxygen or sulfur and wherein one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds.

Claim 3

The process of claim 1 wherein the compound added has the structure: ##STR213##

Claim 4

The process of claim 1 wherein the compound added to the perfume base or the cologne has the structure: ##STR214##

Claim 5

A process for augmenting or enhancing the aroma of a perfume as defined according to claim 1 wherein there is added to a perfume an aroma augmenting or enhancing quantity of a composition of matter comprising a major proportion of compounds defined according to a structure selected from the group consisting of: ##STR215## wherein in the mixture in each of the molecules one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds, said composition of matter produced according to the process comprising the steps of: (a) dimerization of isoamylene having the structure: ##STR216## in the presence of an acid catalyst to form a mixture containing a major proportion of a mixture of compounds defined according to the structure: ##STR217## wherein (i) at least one of R 3 ' and R 4 ' represents methyl; (ii) the sum of the carbon atoms in R 1 ', R 2 ', R 3 ', R 4 ' and R 5 ' is 3; and (iii) R 1 ' and R 2 ' represent hydrogen when R 5 ' is methyl; (b) reacting the resulting diisoamylene mixture with a compound selected from the group consisting of an alkanoyl halide having 2 or 3 carbon atoms and an alkanoic acid anhydride having 4 to 6 carbon atoms to form a mixture containing a major proportion of compounds defined according to the structure: ##STR218## wherein R 1 is C 1 or C 2 alkyl and wherein in the mixtures in each of the molecules one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represent carbon-carbon single bonds; and (c) reacting the resulting mixture with a compound selected from the group consisting of 1,2-propylene glycol; 1,2-propylene oxide; 1,2-ethylene glycol; and 1,2-ethylene oxide at a temperature of between 0° C. and 80° C. in the presence of a Lewis acid catalyst.

Claim 6

The process of claim 4 wherein in the process to produce the composition of matter, the reaction between the alkanoyl halide or the alkanoic acid anhydride with the diisoamylene mixture is carried out in the presence of a Lewis acid or a mineral acid at a temperature of between 0° C. and 50° C. with the mole ratio of diisoamylene mixture: acylating agent being between 1:1.1 and 2:1.0 and the concentration of catalyst being between 5 and 10% by weight of the reaction mass.