The present invention has an object of providing a carboxylate compound that is useful as a raw material for fragrance compositions and has a fruity aroma, a method for producing the same, and a fragrance composition containing the carboxylate compound. The carboxylate compound of the present invention is represented by Formula (1). ##STR00001## where, R is an alkyl group having from 2 to 6 carbons.

The present invention has an object of providing a carboxylate compound that is useful as a raw material for fragrance compositions and has a fruity aroma, a method for producing the same, and a fragrance composition containing the carboxylate compound. The carboxylate compound of the present invention is represented by Formula (1). ##STR00001## where, R is an alkyl group having from 2 to 6 carbons.

A process for manufacturing a substituted cyclohexanecarbonitrile said process comprising the following steps: —reacting the corresponding substituted cyclohexanecarboxylic acid with thionyl chloride to make the corresponding acyl chloride; and simultaneously or subsequently —reacting the chloride with sulfonamide in sulfolane as solvent to make the substituted cyclohexanecarbonitrile.

A process for manufacturing a substituted cyclohexanecarbonitrile said process comprising the following steps: —reacting the corresponding substituted cyclohexanecarboxylic acid with thionyl chloride to make the corresponding acyl chloride; and simultaneously or subsequently —reacting the chloride with sulfonamide in sulfolane as solvent to make the substituted cyclohexanecarbonitrile.

An object of the present invention is to provide a method for producing cis,cis-1,2,4-cyclohexanetricarboxylic acid crystals, from which high purity cis,cis-1,2,4-cyclohexanetricarboxylic acid crystals are obtained. The method for producing cis,cis-1,2,4-cyclohexanetricarboxylic acid crystals of the present invention comprises the following steps: Step 1: measuring a mass ratio (cis/trans ratio) of cis,cis-1,2,4-cyclohexanetricarboxylic acid to trans,trans-1,2,4-cyclohexanetricarboxylic acid in an aqueous starting material solution comprising the cis,cis-1,2,4-cyclohexanetricarboxylic acid to give an aqueous starting material solution for crystal precipitation having a cis/trans ratio of 10 or more; and Step 2: subjecting the aqueous starting material solution for crystal precipitation obtained in step 1 to crystal precipitation.

An object of the present invention is to provide a method for producing cis,cis-1,2,4-cyclohexanetricarboxylic acid crystals, from which high purity cis,cis-1,2,4-cyclohexanetricarboxylic acid crystals are obtained. The method for producing cis,cis-1,2,4-cyclohexanetricarboxylic acid crystals of the present invention comprises the following steps: Step 1: measuring a mass ratio (cis/trans ratio) of cis,cis-1,2,4-cyclohexanetricarboxylic acid to trans,trans-1,2,4-cyclohexanetricarboxylic acid in an aqueous starting material solution comprising the cis,cis-1,2,4-cyclohexanetricarboxylic acid to give an aqueous starting material solution for crystal precipitation having a cis/trans ratio of 10 or more; and Step 2: subjecting the aqueous starting material solution for crystal precipitation obtained in step 1 to crystal precipitation.

The invention discloses a process for hydrogenation (alkenes, carbonyl compounds and aromatics) and hydrodeoxygenation (methoxy phenols) of organic molecules using hydrous ruthenium oxide (HRO) and its supported form as a recyclable heterogeneous catalyst in aqueous medium with good yield of desired products (70-100%) under mild reaction conditions.

The invention discloses a process for hydrogenation (alkenes, carbonyl compounds and aromatics) and hydrodeoxygenation (methoxy phenols) of organic molecules using hydrous ruthenium oxide (HRO) and its supported form as a recyclable heterogeneous catalyst in aqueous medium with good yield of desired products (70-100%) under mild reaction conditions.

Provided is a plasticizer composition comprising a cyclohexane polyester-based substance which is a compound of Chemical Formula 1 as a plasticizer:

##STR00001## in combination with a perhydride comprising a compound of Chemical Formula 2 having a smaller number of ester groups than the cyclohexane polyester-based substance:

##STR00002## Also provided are resin compositions containing the plasticizer composition and methods of preparing the plasticizer composition.

Provided is a plasticizer composition comprising a cyclohexane polyester-based substance which is a compound of Chemical Formula 1 as a plasticizer:

##STR00001## in combination with a perhydride comprising a compound of Chemical Formula 2 having a smaller number of ester groups than the cyclohexane polyester-based substance:

##STR00002## Also provided are resin compositions containing the plasticizer composition and methods of preparing the plasticizer composition.