The various aspects presented herein relate to the perfumery industry. More particularly, the various aspects presented herein relate to malodor counteracting compositions and/or ingredients, methods for counteracting malodors, as well as to the perfumed articles or perfuming compositions comprising as an active ingredient, at least one compound selected from the group consisting of: a compound of Formula (I), a compound of Formula (II), a compound of Formula (III), a compound of Formula (IV), and mixtures thereof.

Provided is a method for producing, from a carboxylic acid ester, a corresponding ether. In the method, the reaction product and catalyst can be easily separated, and a large amount of salt waste or hazardous waste is not discharged. The method for producing an ether includes reducing a carboxylic acid ester with molecular hydrogen in the presence of the following Catalyst and producing the corresponding ether, in which the —C(═O)O— group of the carboxylic acid ester has been converted to a —CH.sub.2O— group: Catalyst: a catalyst in which the following M.sup.1 and M.sup.2 are supported as metal species on the following Support. M.sup.1: platinum, ruthenium, rhodium, palladium, or iridium. M.sup.2: molybdenum, rhenium, tungsten, or vanadium. Support: zirconium oxide, titanium oxide, cerium oxide, or hydroxyapatite.

Provided is a method for producing, from a carboxylic acid ester, a corresponding ether. In the method, the reaction product and catalyst can be easily separated, and a large amount of salt waste or hazardous waste is not discharged. The method for producing an ether includes reducing a carboxylic acid ester with molecular hydrogen in the presence of the following Catalyst and producing the corresponding ether, in which the —C(═O)O— group of the carboxylic acid ester has been converted to a —CH.sub.2O— group: Catalyst: a catalyst in which the following M.sup.1 and M.sup.2 are supported as metal species on the following Support. M.sup.1: platinum, ruthenium, rhodium, palladium, or iridium. M.sup.2: molybdenum, rhenium, tungsten, or vanadium. Support: zirconium oxide, titanium oxide, cerium oxide, or hydroxyapatite.

The present invention is a method for producing a cyclopentyl alkyl ether compound comprising reacting substituted or unsubstituted cyclopentene with an alcohol compound represented by a formula (2): R.sup.1OH in the presence of an acidic zeolite, the cyclopentyl alkyl ether compound being represented by a formula (1): R.sup.1—O—R.sup.2, wherein R.sup.1 represents a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms, and R.sup.2 represents a substituted or unsubstituted cyclopentyl group. The present invention provides a method that can produce a cyclopentyl alkyl ether with high reaction efficiency through a liquid-phase reaction even when the raw material feed rate (amount) is increased.

The present invention is a method for producing a cyclopentyl alkyl ether compound comprising reacting substituted or unsubstituted cyclopentene with an alcohol compound represented by a formula (2): R.sup.1OH in the presence of an acidic zeolite, the cyclopentyl alkyl ether compound being represented by a formula (1): R.sup.1—O—R.sup.2, wherein R.sup.1 represents a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms, and R.sup.2 represents a substituted or unsubstituted cyclopentyl group. The present invention provides a method that can produce a cyclopentyl alkyl ether with high reaction efficiency through a liquid-phase reaction even when the raw material feed rate (amount) is increased.

The present invention relates to the use of an ether or an ester of a 1-substituted cycloalkanol or of mixtures of two or more ethers or esters of 1-substituted cycloalkanols or of a stereoisomer thereof or of a mixture of two or more stereoisomers thereof as aroma chemicals; to the use thereof for modifying the scent character of a fragranced composition; to an aroma chemical composition containing an ether or an ester of a 1-substituted cycloalkanol or of mixtures of two or more ethers or esters of 1-substituted cycloalkanols or of a stereoisomer thereof or of a mixture of two or more stereoisomers thereof; and to a method of preparing a fragranced composition or for modifying the scent character of a fragranced composition. The invention further relates to specific ethers or esters of 1-substituted cycloalkanols.

The invention relates to a compound of formula I,

##STR00001##

R.sup.11, R.sup.21, A.sup.11, A, Z, X.sup.11, X.sup.21, Y.sup.11, Y.sup.12, Sp.sup.11, Sp.sup.21, o and p have one of the meanings as given in claim 1. The invention further relates to method of production of a compound of formula I, to the use of said compounds in LC media and to LC media comprising one or more compounds of formula I. Further, the invention relates to a method of production of such LC media, to the use of such media in LC devices, and to LC device comprising a LC medium according to the present invention. The present invention further relates to a process for the fabrication such liquid crystal display and to the use of the liquid crystal mixtures according to the invention for the fabrication of such liquid crystal display.

The invention relates to a compound of formula I,

##STR00001##

R.sup.11, R.sup.21, A.sup.11, A, Z, X.sup.11, X.sup.21, Y.sup.11, Y.sup.12, Sp.sup.11, Sp.sup.21, o and p have one of the meanings as given in claim 1. The invention further relates to method of production of a compound of formula I, to the use of said compounds in LC media and to LC media comprising one or more compounds of formula I. Further, the invention relates to a method of production of such LC media, to the use of such media in LC devices, and to LC device comprising a LC medium according to the present invention. The present invention further relates to a process for the fabrication such liquid crystal display and to the use of the liquid crystal mixtures according to the invention for the fabrication of such liquid crystal display.

The present invention relates to a method for preparing a dialkyi or dialkenyl ether of a cycloaliphatic or araliphatic diol, which comprises (i) reacting the cycloaliphatic or araliphatic diol with metallic sodium in an aprotic organic solvent in the presence of a catalytic amount of at least one monoether-monoalcohol of formula (I) wherein Y is identical or different and selected from C.sub.2-C.sub.4-alkylene, n is an integer in the range from 1 to 10, and R.sup.1 is C.sub.1-C.sub.4-Alkyl, whereby the corresponding disodium dialcoholate is obtained, reacting the disodium dialcoholate obtained in step (i) with an alkylation alkenylation reagent. ##STR00001##

The present invention relates to a method for preparing a dialkyi or dialkenyl ether of a cycloaliphatic or araliphatic diol, which comprises (i) reacting the cycloaliphatic or araliphatic diol with metallic sodium in an aprotic organic solvent in the presence of a catalytic amount of at least one monoether-monoalcohol of formula (I) wherein Y is identical or different and selected from C.sub.2-C.sub.4-alkylene, n is an integer in the range from 1 to 10, and R.sup.1 is C.sub.1-C.sub.4-Alkyl, whereby the corresponding disodium dialcoholate is obtained, reacting the disodium dialcoholate obtained in step (i) with an alkylation alkenylation reagent. ##STR00001##