Organic compounds
AssigneeGivaudan SA
InventorsAndreas Goeke, Philip Kraft, Heike Laue, Yue Zou, Francis Voirol
Life of this patent
Estimating the term…
Abstract
An aryl-substituted alkanal compound having a molecular weight of less than 300 g/mol and which bears a substituent on the aryl ring ortho to a substituent bearing the aldehyde functionality. Said compounds are useful as perfume ingredients in personal care and household care products.
Claims20
A personal care or household care composition perfumed with an aryl-substituted alkanal compound according to formula 3, having a molecular weight of less than 300 g/mol and which bears a substituent on the aryl ring ortho to a substituent bearing the aldehyde functionality,
- wherein
- R1, R2, and R3 each independently may represent H or methyl;
- R4 is H, or when R5 is H R4 is an iso-butyl, sec-butyl or linear, saturated or unsaturated, unsubstituted or substituted (optionally with cyclopropyl groups) C5-C7 alkyl or alkenyl residue;
- and
- R5 is H, or when R4 is H, R5 is an iso-butyl, sec-butyl or linear, saturated or unsaturated, unsubstituted or substituted (optionally with cyclopropyl groups) C5-C7 alkyl or alkenyl residue;
- which composition is free of any aryl-substituted alkanal odourants that are unsubstituted on the aryl ring at a position ortho to the substituent bearing the aldehyde functionality, and is optionally free of 3-(4-tert-butylphenyl)-2-methylpropanal.
A method of imparting muguet odour characteristics to a fine fragrance or consumer product comprising the step of adding thereto an aryl-substituted alkanal compound according to formula 3
- wherein
- R1, R2, and R3 each independently may represent H or methyl;
- R4 is H, or when R5 is H R4 is an iso-butyl, sec-butyl or linear, saturated or unsaturated, unsubstituted or substituted (optionally with cyclopropyl groups) C5-C7 alkyl or alkenyl residue;
- and
- R5 is H, or when R4 is H, R5 is an iso-butyl, sec-butyl or linear, saturated or unsaturated, unsubstituted or substituted (optionally with cyclopropyl groups) C5-C7 alkyl or alkenyl residue;
- having a molecular weight of less than 300 g/mol and which bears a substituent on the aryl ring ortho to a substituent bearing the aldehyde functionality, and selectively excluding from said fine fragrance or consumer product any aryl-substituted alkanal compounds, which are unsubstituted on the ring at the position ortho to the substituent containing aldehyde functionality, said selective addition or exclusion being based on the susceptibility of said compounds to enzymatically-mediated degradation to their benzoic acid derivatives when incubated with hepatocytes isolated from rats, said compounds being suitable for addition on the basis that they do not degrade to their benzoic acid derivatives, whereas said compounds being excluded on the basis that they do degrade to their benzoic acid derivatives.
A personal care or household care composition perfumed with an aryl-substituted alkanal compound according to formula 1, having a molecular weight of less than 300 g/mol and which bears a substituent on the aryl ring ortho to a substituent bearing the aldehyde functionality,
- wherein
- R1, R2, R3, R6 and R7 each independently may represent H or methyl;
- R4 is H, or when R5 is H, R4 is a C1-C7 branched or linear, saturated or unsaturated unsubstituted or substituted, optionally with cyclopropyl groups, alkyl residue;
- R5 is H, or when R4 is H, R5 is a C1-C7 branched or linear, saturated or unsaturated, unsubstituted or substituted, optionally with cyclopropyl groups, alkyl residue;
- or
- R4 and R5 together with the carbon atoms to which they are attached, form a substituted or unsubstituted 5-membered ring;
- n=0, 1, 2;
- the dotted line represents an optional single bond, with the proviso that when the dotted line represents a single bond R4 or R5 are sec-butyl, iso-butyl or a C5-C7 branched or linear, saturated or unsaturated alkyl residue;
- and
- which composition is free of any aryl-substituted alkanal odourants that are unsubstituted on the aryl ring at a position ortho to the substituent bearing the aldehyde functionality, and is optionally free of 3-(4-tert-butylphenyl)-2-methylpropanal.
A method of imparting muguet odour characteristics to a fine fragrance or consumer product comprising the step of adding thereto an aryl-substituted alkanal compound according to formula 1
- wherein
- R1, R2, R3, R6 and R7 each independently may represent H or methyl;
- R4 is H, or when R5 is H, R4 is a C1-C7 branched or linear, saturated or unsaturated unsubstituted or substituted, optionally with cyclopropyl groups, alkyl residue;
- R5 is H, or when R4 is H, R5 is a C1-C7 branched or linear, saturated or unsaturated, unsubstituted or substituted, optionally with cyclopropyl groups, alkyl residue;
- or
- R4 and R5 together with the carbon atoms to which they are attached, form a substituted or unsubstituted 5-membered ring;
- n=0, 1,2;
- the dotted line represents an optional single bond, with the proviso that when the dotted line represents a single bond R4 or R5 are sec-butyl, iso-butyl or a C5-C7 branched or linear, saturated or unsaturated alkyl residue;
- having a molecular weight of less than 300 g/mol and which bears a substituent on the aryl ring ortho to a substituent bearing the aldehyde functionality, and selectively excluding from said fine fragrance or consumer product any aryl-substituted alkanal compounds, which are unsubstituted on the ring at the position ortho to the substituent containing aldehyde functionality, said selective addition or exclusion being based on the susceptibility of said compounds to enzymatically-mediated degradation to their benzoic acid derivatives when incubated with hepatocytes isolated from rats, said compounds being suitable for addition on the basis that they do not degrade to their benzoic acid derivatives, whereas said compounds being excluded on the basis that they do degrade to their benzoic acid derivatives.
Dependencies are inferred from the claim text.