2-methyl-4-pheny1-1,3-dioxolane

Abstract

The sensory properties of the diastereomeric enantiomer pairs and of the pure enantiomers of the compound 2-methyl-4-phenyl-1,3-dioxolane are described. The cis compounds (2 S,4 R)-2-methyl-4-phenyl-1,3-dioxolane and (2 S,4 R)-2-methyl-4-phenyl-1,3-dioxolane are the most sensorially valuable. These enantiomers and mixtures thereof are particularly suitable for use as a sensorially active substance, for example as a fragrance.

1 . A process for modifying a fragrance composition for a non-consumable material without imparting a chocolate note thereto, said process comprising adding to said fragrance composition a fragrance modifying amount of 2-methyl-4-phenyl-1,3-dioxolane comprising cis and trans isomers, of which the isomer ratio is one-third or more cis and at two-thirds or less trans.  
   
   
       2 . A process as in  claim 1 , wherein the isomer ratio is one-half or more cis and one-half or less trans.  
   
   
       3 . A process as in  claim 1 , wherein the isomer ratio is two-thirds or more cis and one-third or less trans.  
   
   
       4 . A process as in  claim 1 , wherein the isomer ratio is 90% or more cis and 10% or less trans.  
   
   
       5 . A process as in  claim 1 , wherein said non-consumable material is a cleaning composition.  
   
   
       6 . A process as in  claim 1 , wherein said non-consumable material is a perfume.  
   
   
       7 . A process for modifying a fragrance composition for a non-consumable material without imparting a chocolate note thereto, said process comprising adding to said fragrance composition a fragrance modifying amount of 2-methyl-4-phenyl-1,3-dioxolane of which the isomers are 
 (a) (2S,4R)-2-methyl-4-phenyl-1,3-dioxolane and/or (2R,4S) -2-methyl-4-phenyl-1,3-dioxolane, and    (b) (2R,4R)-2-methyl-4-phenyl-1,3-dioxolane and/or (2S,4S)-2-methyl-4-phenyl-1,3-dioxolane and wherein the ratio (a):(b) is one-third or more (a) to two-thirds or less (b).    
   
   
       8 . A process as in  claim 7 , wherein said 2-methyl-4-phenyl-1,3-dioxolane comprises 50% or more (2S,4R)-2-methyl-4-phenyl-1,3-dioxolane and/or (2R,4S)-2-methyl-4-phenyl-1,3-dioxolane, and 50% or less (2R,4R)-2-methyl-4-phenyl-1,3-dioxolane and/or (2S,4S) -2-methyl-4-phenyl-1,3-dioxlane.  
   
   
       9 . A process as in  claim 7 , wherein said 2-methyl-4-phenyl-1,3-dioxolane comprises two thirds or more (2S,4R)-2-methyl-4-phenyl-1,3-dioxolane and/or (2R,4S)-2-methyl-4-phenyl-1,3-dioxolane, and one third or less (2R,4R)-2-methyl-4-phenyl-1,3-dioxolane and/or (2S,4S)-2-methyl-4-phenyl-  1 , 3  -dioxolane.  
   
   
       10 . A process as in  claim 7 , wherein said 2-methyl-4-phenyl-1,3-dioxolane comprises nine tenths or more (2S,4R)-2-methyl-4-phenyl-1,3-dioxolane and/or (2R,4S)-2-methyl-4-phenyl-1,3-dioxolane, and one tenth or less (2R,4R)-2-methyl-4-phenyl-1,3-dioxolane and/or (2S,4S)-2-methyl-4-phenyl-1,3-dioxolane.  
   
   
       11 . A process as in  claim 7 , wherein said non-consumable material is a cleaning composition.  
   
   
       12 . A process as in  claim 7 , wherein said non-consumable material is a perfume.  
   
   
       13 . A process for modifying a fragrance composition for a non-consumable material without imparting a chocolate note thereto, said process comprising adding to said fragrance composition a jasmine fragrance imparting amount cis 2-methyl-4-phenyl-1,3-dioxolane without adding a chocolate note imparting amount of trans 2-methyl-4-phenyl-1,3-dioxolane.