Substituted butanol derivatives and their use as fragrance and flavor materials

Abstract

The present invention is related to substituted butanol derivatives of the formula: wherein R is an unsubstituted or substituted C 1-6 straight chain alkyl, an unsubstituted or substituted C 3-6 branched chain alkyl, an unsubstituted or substituted C 3-6 straight chain alkenyl, an unsubstituted or substituted C 3-6 branched chain alkenyl, an unsubstituted or substituted C 3-6 cycloalkyl, an unsubstituted or substituted C 1-6 alkoxy, nitrile, halo, amino, an unsubstituted or substituted C 1-6 alkylamino, an unsubstituted or substituted C 1-6 dialkylamino, carboxy-C 1-6 alkylamino, carboxy-C 1-6 dialkylamino, an unsubstituted or substituted acetoxy, carboxy, an unsubstituted or substituted carboxyethyl, an unsubstituted or substituted C 1-6 alkylcarbonyl, an unsubstituted or substituted C 1-6 alkylcarboxy, an unsubstituted or substituted C 1-6 alkylthio, an unsubstituted or substituted C 1-6 alkyloxy, carboxamido, an unsubstituted or substituted C 1-6 alkylcarboxamido or an unsubstituted or substituted C 1-6 dialkylcarboxamido. Such compounds are useful in flavor or flavor compositions.

What is claimed is: 
     
         1 . A fragrance composition comprising:
 a compound represented by the formula (I):   
       
         
           
           
               
               
           
         
         or the formula (II): 
       
       
         
           
           
               
               
           
         
         wherein R 1  is an unsubstituted or substituted C 2-6  straight chain alkyl, an unsubstituted or substituted C 3-4  or C 6  branched chain alkyl, an unsubstituted or substituted C 3-6  straight chain alkenyl, an unsubstituted or substituted C 3-6  branched chain alkenyl, nitrile, an unsubstituted or substituted phenyl, an unsubstituted or substituted benzyl, an unsubstituted or substituted naphthyl, an unsubstituted or substituted aryl, an unsubstituted or substituted piperazino, an unsubstituted or substituted morpholinyl, an unsubstituted or substituted acetoxy, carboxy, an unsubstituted or substituted carboxyethyl, an unsubstituted or substituted C 1-6  alkylcarbonyl, carboxamido, an unsubstituted or substituted C 1-6  alkylcarboxamido, an unsubstituted or substituted C 1-6  dialkylcarboxamido, an unsubstituted or substituted nitrophenyl, C 1-6  trialkylsilyl, an unsubstituted or substituted C 1-12  straight chain alkyl sulfonate, an unsubstituted or substituted C 1-12  branched chain alkyl sulfonate, an unsubstituted or substituted C 1-12  straight chain alkenyl sulfonate, an unsubstituted or substituted C 1-12  branched chain alkenyl sulfonate, an unsubstituted or substituted C 1-12  straight chain aryl sulfonate, or an unsaturated sulfonate; or 
         R 2  is an unsubstituted or substituted C 4-6  straight chain alkyl, an unsubstituted or substituted C 3-6  branched chain alkyl, an unsubstituted or substituted C 3-6  straight chain alkenyl, an unsubstituted or substituted C 3-6  branched chain alkenyl, an unsubstituted or substituted C 1-6  alkoxy, nitrile, halo, an unsubstituted or substituted phenyl, an unsubstituted or substituted benzyl, an unsubstituted or substituted naphthyl, an unsubstituted or substituted aryl, an unsubstituted or substituted piperazino, an unsubstituted or substituted morpholinyl, amino, an unsubstituted or substituted C 1-6  alkylamino, an unsubstituted or substituted C 6-12  arylamino, an unsubstituted or substituted C 1-6  dialkylamino, an unsubstituted or substituted C 6-12  diarylamino, carboxy-C 1-6  alkylamino, carboxy-C 1-6  dialkylamino, an unsubstituted or substituted acetoxy, carboxy, an unsubstituted or substituted carboxyethyl, an unsubstituted or substituted C 1-6  alkylcarbonyl, thio, an unsubstituted or substituted C 1-6  alkylthio, an unsubstituted or substituted C 1-6  alkyloxy, carboxamido, an unsubstituted or substituted C 1-6  alkylcarboxamido, an unsubstituted or substituted C 1-6  dialkylcarboxamido, an unsubstituted or substituted phenoxy, an unsubstituted or substituted benzyloxy, phenyl carbonyl, benzyl carbonyl, an unsubstituted or substituted nitrophenyl, C 1-6  trialkylsilyl or nitro, an unsubstituted or substituted C 1-12  straight chain alkyl sulfonate, an unsubstituted or substituted C 1-12  branched chain alkyl sulfonate, an unsubstituted or substituted C 1-12  straight chain alkenyl sulfonate, an unsubstituted or substituted C 1-12  branched chain alkenyl sulfonate, an unsubstituted or substituted C 1-12  straight chain aryl sulfonate, or an unsaturated sulfonate; or 
         R 1  or R 2  is an unsubstituted or substituted C 3-6  cycloalkyl; and 
         a fragrance carrier or fragrance base. 
       
     
     
         2 . The composition of  claim 1 ,
 wherein R 1  is an unsubstituted or substituted C 2-6  straight chain alkyl, an unsubstituted or substituted C 3-4  or C 6  branched chain alkyl, an unsubstituted or substituted C 3-6  straight chain alkenyl, an unsubstituted or substituted C 3-6  branched chain alkenyl, nitrile, an unsubstituted or substituted acetoxy, carboxy, an unsubstituted or substituted carboxyethyl, an unsubstituted or substituted C 1-6  alkylcarbonyl, an unsubstituted or substituted C 1-6  alkylcarboxy, carboxamido, an unsubstituted or substituted C 1-6  alkylcarboxamido, or an unsubstituted or substituted C 1-6  dialkylcarboxamido; or   R 2  is an unsubstituted or substituted C 4-6  straight chain alkyl, an unsubstituted or substituted C 3-6  branched chain alkyl, an unsubstituted or substituted C 3-6  straight chain alkenyl, an unsubstituted or substituted C 3-6  branched chain alkenyl, an unsubstituted or substituted C 1-6  alkoxy, nitrile, halo, amino, an unsubstituted or substituted C 1-6  alkylamino, an unsubstituted or substituted C 1-6  dialkylamino, carboxy-C 1-6  alkylamino, carboxy-C 1-6  dialkylamino, an unsubstituted or substituted acetoxy, carboxy, an unsubstituted or substituted carboxyethyl, an unsubstituted or substituted C 1-6  alkylcarbonyl, an unsubstituted or substituted C 1-6  alkylcarboxy, an unsubstituted or substituted C 1-6  alkylthio, an unsubstituted or substituted C 1-6  alkyloxy, carboxamido, an unsubstituted or substituted C 1-6  alkylcarboxamido, or an unsubstituted or substituted C 1-6  dialkylcarboxamido; or   R 1  or R 2  is an unsubstituted or substituted C 3-6  cycloalkyl.   
     
     
         3 . The composition of  claim 1 ,
 wherein R 1  is a C 2-6  straight chain alkyl, C 3-6  branched chain alkyl, an unsubstituted or substituted C 1-6  alkenyl, an unsubstituted or substituted C 1-6  acyl, or aryl; or   R 2  is a C 4-6  straight chain alkyl, C 3-6  branched chain alkyl, an unsubstituted or substituted C 1-6  alkenyl, an unsubstituted or substituted C 1-6  acyl, or aryl.   
     
     
         4 . The composition of  claim 1 , wherein the compound is present in an amount from about 0.001% to about 30% by weight. 
     
     
         5 . The composition of  claim 1 , wherein the fragrance carrier is an emulsifying agent, an encapsulating material, natural or modified starches, polymers, gums, pectins, gelatinous or porous cellular materials, or waxes. 
     
     
         6 . A method of improving, enhancing, or modifying the olfactory properties of a product comprising adding an olfactory effective amount of a composition of  claim 1  to the product. 
     
     
         7 . The method of  claim 6 , wherein the olfactory effective amount is from about 0.001% to about 30% by weight. 
     
     
         8 . A consumer product comprising the composition of  claim 1 . 
     
     
         9 . The consumer product of  claim 8 , where the consumer product is an air care product, candle, perfume, cologne, personal care product, cosmetic, detergent, fabric care product, or household cleaning agent.