The present invention relates to a haloalkenyl alkoxymethyl ether compound of the following general formula (1): R.sup.1CH.sub.2OCH.sub.2OCH.sub.2CH.sub.2CH═CH(CH.sub.2).sub.aX.sup.1 (1) wherein R.sup.1 represents a hydrogen atom, an n-alkyl group having 1 to 9 carbon atoms, or a phenyl group, X.sup.1 represents a halogen atom, and “a” represents an integer of 3 to 14. The present invention also relates to processes for preparing a terminal conjugated alkadien-1-yl acetate compound of the following general formula (5): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOAc (5) wherein “a” is as defined above, and Ac represents an acetyl group, and a terminal conjugated alkadien-1-ol compound of the following general formula (6): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOH (6) wherein “a” is as defined above, from the haloalkenyl alkoxymethyl ether compound (1).

The present invention relates to a haloalkenyl alkoxymethyl ether compound of the following general formula (1): R.sup.1CH.sub.2OCH.sub.2OCH.sub.2CH.sub.2CH═CH(CH.sub.2).sub.aX.sup.1 (1) wherein R.sup.1 represents a hydrogen atom, an n-alkyl group having 1 to 9 carbon atoms, or a phenyl group, X.sup.1 represents a halogen atom, and “a” represents an integer of 3 to 14. The present invention also relates to processes for preparing a terminal conjugated alkadien-1-yl acetate compound of the following general formula (5): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOAc (5) wherein “a” is as defined above, and Ac represents an acetyl group, and a terminal conjugated alkadien-1-ol compound of the following general formula (6): CH.sub.2═CHCH═CH(CH.sub.2).sub.aOH (6) wherein “a” is as defined above, from the haloalkenyl alkoxymethyl ether compound (1).

The present invention relates to dodeca-4,8,11-trien-1-ol and a method of preparing same, to the use of dodeca-4,8,11-trien-1-ol as aroma chemical; to the use of dodeca-4,8,11-trien-1-ol for preparing an aroma chemical composition or for modifying the aroma character of an aroma chemical composition; to an aroma chemical composition containing dodeca-4,8,11-trien-1-ol; and to a method of preparing an aromatized composition or for modifying the aroma character of an aromatized composition.

The present invention relates to dodeca-4,8,11-trien-1-ol and a method of preparing same, to the use of dodeca-4,8,11-trien-1-ol as aroma chemical; to the use of dodeca-4,8,11-trien-1-ol for preparing an aroma chemical composition or for modifying the aroma character of an aroma chemical composition; to an aroma chemical composition containing dodeca-4,8,11-trien-1-ol; and to a method of preparing an aromatized composition or for modifying the aroma character of an aromatized composition.

The present invention relates to dodeca-4,8,11-trien-1-ol and a method of preparing same, to the use of dodeca-4,8,11-trien-1-ol as aroma chemical; to the use of dodeca-4,8,11-trien-1-ol for preparing an aroma chemical composition or for modifying the aroma character of an aroma chemical composition; to an aroma chemical composition containing dodeca-4,8,11-trien-1-ol; and to a method of preparing an aromatized composition or for modifying the aroma character of an aromatized composition.

Methods for preparing isotopically modified 1,4-diene systems from non-isotopically modified 1,4-dienes involve selective oxidation of one or more bis-allylic position(s), or the preparation of isotopically modified 1,4-diene systems via trapping pi-allylic complexes with a source of deuterium or tritium. Such methods are useful for preparing isotopically modified polyunsaturated lipid including polyunsaturated fatty acids and polyunsaturated fatty acid derivatives.

Methods for preparing isotopically modified 1,4-diene systems from non-isotopically modified 1,4-dienes involve selective oxidation of one or more bis-allylic position(s), or the preparation of isotopically modified 1,4-diene systems via trapping pi-allylic complexes with a source of deuterium or tritium. Such methods are useful for preparing isotopically modified polyunsaturated lipid including polyunsaturated fatty acids and polyunsaturated fatty acid derivatives.

Methods for preparing isotopically modified 1,4-diene systems from non-isotopically modified 1,4-dienes involve selective oxidation of one or more bis-allylic position(s), or the preparation of isotopically modified 1,4-diene systems via trapping pi-allylic complexes with a source of deuterium or tritium. Such methods are useful for preparing isotopically modified polyunsaturated lipid including polyunsaturated fatty acids and polyunsaturated fatty acid derivatives.

Methods for preparing isotopically modified 1,4-diene systems from non-isotopically modified 1,4-dienes involve selective oxidation of one or more bis-allylic position(s), or the preparation of isotopically modified 1,4-diene systems via trapping pi-allylic complexes with a source of deuterium or tritium. Such methods are useful for preparing isotopically modified polyunsaturated lipid including polyunsaturated fatty acids and polyunsaturated fatty acid derivatives.

The present invention provides a process for preparing an unsaturated alcohol of the formula (I), wherein one of R.sup.1 and R.sup.2 is preferably C.sub.2-C.sub.10-alkyl or C.sub.2-C.sub.10-alkenyl containing one double bond and the other one is preferably hydrogen or methyl; R.sup.3 is preferably hydrogen; which comprises subjecting an educt composition including at least 75% by weight of an unsaturated aldehyde of the formula (II) wherein R.sup.1, R.sup.2 and R.sup.3 preferably have the above defined meanings, to a hydrogenation in the presence of a catalyst and a tertiary amine; wherein the tertiary amine is used in an amount ranging from 0.001 to 0.7% by weight, based on the total amount of the liquid reaction mixture. The invention further relates to the nerol compound obtainable by the inventive process, to a fragrance or aroma substance composition comprising the nerol compound obtainable by the inventive process, to a method for imparting and/or intensifying an odor or flavor of a product, and also to perfumed or aromatized products comprising a nerol compound obtainable by the inventive process. ##STR00001##