Flavor ingredients for cooling preparations

Abstract

The present invention relates to the use of 6-isopropyl-3,9-dimethyl-1,4-dioxaspiro[4.5]decan-2-one, in the form of any one of its isomers or of a mixture thereof, as a perfuming or flavoring ingredient. The present invention also relates to the perfuming or flavoring compositions or articles containing the compounds. Compositions comprising 6-isopropyl-3,9-dimethyl-1,4-dioxaspiro[4.5]decan-2-one and at least one further compound having or imparting minty, fruity, and/or trigeminal organoleptic properties are also part of the present invention.

1 . A method to confer, enhance, improve or modify the odor or flavor properties of a perfuming or flavoring composition or of a perfumed or flavored article, which method comprises adding to the composition or article an effective amount of at least a compound of formula  
     
       
         
         
             
             
         
       
     
     in the form of any one of its isomers or of a mixture thereof.  
   
   
       2 . A method according to  claim 1 , characterized in that the compound is selected from the group consisting of (3S,6S,9R)-6-isopropyl-3,9-dimethyl-1,4-dioxaspiro[4.5]decan-2-one, (3S,5S,6S,9R)-6-isopropyl-3,9-dimethyl-1,4-dioxaspiro[4.5]decan-2-one and (3S,5R,6S,9R)-6-isopropyl-3,9-dimethyl-1,4-dioxaspiro[4.5]decan-2-one.  
   
   
       3 . A flavoring composition comprising: 
 i) as flavoring ingredient, at least one compound of formula (I), as defined in  claim 1;     ii) at least one ingredient selected from the group consisting of a flavor carrier and a flavor base; and    iii) optionally at least one flavor adjuvant.    
   
   
       4 . A composition according to  claim 3 , characterized in that the flavor base comprises at least one flavoring ingredient imparting minty and/or fruity flavor notes.  
   
   
       5 . A flavored article comprising: 
 i) as flavoring ingredient, at least one compound of formula (I), in  claim 1;  and    ii) a foodstuff base or an oral care base,    
   
   
       6 . A flavored article according to  claim 5 , characterized in that the foodstuff base or an oral care base is a beverage, a fruit juice, a soft drink, a cold tea, a soup, an ice cream, a sorbet, a sweet, a chewy sweet, a confectionery, a chewing gum, a chewing tobacco, a pharmaceutical preparation, a dental care product, a dentifrice gel, a paste, a mouth wash or a gargle.  
   
   
       7 . A flavored article comprising: 
 i) as flavoring ingredient, a flavoring composition, as defined in  claim 3;  and    ii) a foodstuff base or an oral care base,    
   
   
       8 . A flavored article according to  claim 7 , characterized in that the foodstuff base or an oral care base is a beverage, a fruit juice, a soft drink, a cold tea, a soup, an ice cream, a sorbet, a sweet, a chewy sweet, a confectionery, a chewing gum, a chewing tobacco, a pharmaceutical preparation, a dental care product, a dentifrice gel, a paste, a mouth wash or a gargle.  
   
   
       9 . A perfuming composition comprising: 
 i) as perfuming ingredient, at least one compound of formula (I), as defined in  claim 1;     ii) at least one ingredient selected from the group consisting of a perfumery carrier and a perfumery base; and    iii) optionally at least one perfumery adjuvant.    
   
   
       10 . A perfumed article comprising: 
 i) as perfuming ingredient, at least one compound of formula (I), in  claim 1;  and    ii) a non-palatable consumer product base.    
   
   
       11 . A perfumed article according to  claim 10 , characterized in that the non-palatable consumer product base is in the form of a solid or liquid detergent, a fabric softener, a perfume, a cologne, an after-shave lotion, a perfumed soap, a shower or bath salt, mousse, oil or gel, a hygiene product, a hair care product, a shampoo, a body-care product, a deodorant, an antiperspirant, an air freshener, a cosmetic preparation, a fabric refresher, an ironing water, a paper, a wipe or a bleach.  
   
   
       12 . A perfumed article comprising: 
 i) as perfuming ingredient, a perfuming composition as defined in  claim 9;  and    ii) a non-palatable consumer product base.    
   
   
       13 . A perfumed article according to  claim 12 , characterized in that the non-palatable consumer product base is in the form of a solid or liquid detergent, a fabric softener, a perfume, a cologne, an after-shave lotion, a perfumed soap, a shower or bath salt, mousse, oil or gel, a hygiene product, a hair care product, a shampoo, a body-care product, a deodorant, an antiperspirant, an air freshener, a cosmetic preparation, a fabric refresher, an ironing water, a paper, a wipe or a bleach.  
   
   
       14 . A composition comprising: 
 i) the compound of formula (I), and,    ii) at least one further compound having or imparting minty, fruity, and/or trigeminal organoleptic properties.    
   
   
       15 . The composition according to  claim 14 , comprising: 
 i) the compound of formula (I),    ii) menthol, 2-isopropyl-N,2,3-trimethylbutanamide, or a derivative of menthol or 2-isopropyl-N,2,3-trimethylbutanamide, and, optionally,    iii) at least one further compound having or imparting minty, fruity, and/or trigeminal organoleptic properties selected from the group consisting of cooling, tingling, hot and salivating properties.    
   
   
       16 . The composition according to  claim 14 , in which the at least one further compound is selected from the group consisting of menthyl succinate, menthyl lactate, 3-(3′-P-menthanyloxy)-1,2-propanediol, and, menthone glycerol ketal.  
   
   
       17 . The composition according to  claim 14 , in which the compound according to formula (I) is selected from the group consisting of (3S,5R,6S,9R)-6-isopropyl-3,9-dimethyl-1,4-dioxaspiro[4.5]decan-2-one, (3S,5S,6S,9R)-6-isopropyl-3,9-dimethyl-1,4-dioxaspiro[4.5]decan-2-one, and mixtures of the two foregoing compounds.  
   
   
       18 . A product comprising the composition according to  claim 14 , which is selected from the group consisting of a food product, a beverage, a pharmaceutical product, an oral care product, and a perfumery product.