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483-64-7

483-64-7 Structure

483-64-7 Structure
IdentificationBack Directory
[Name]

DAMASCENINE
[CAS]

483-64-7
[Synonyms]

Nigelline
DAMASCENINE
Methyldamascenine
METHYL 3-METHOXY-2-(METHYLAMINO)BENZOATE
3-Methoxy-2-(methylamino)benzoate (Damascenine)
2-(Methylamino)-3-methoxybenzoic acid methyl ester
3-Methoxy-2-(methylamino)benzoic acid methyl ester
Benzoic acid, 3-methoxy-2-(methylamino)-, methyl ester
[Molecular Formula]

C10H13NO3
[MDL Number]

MFCD05663694
[MOL File]

483-64-7.mol
[Molecular Weight]

195.22
Chemical PropertiesBack Directory
[Melting point ]

27-29°
[Boiling point ]

bp 270° (slight dec); bp10 147°
[density ]

1.1926 (rough estimate)
[refractive index ]

1.5150 (estimate)
[pka]

2.75±0.10(Predicted)
[Odor]

Fruity-winey, Grape-like and Brandy-like odor
[Water Solubility ]

Practically insoluble in water
[LogP]

2.880 (est)
Hazard InformationBack Directory
[Chemical Properties]

Almost colorless or pale straw-colored liquid. Solidifies in the cold to an opaque crystalline mass or white crystals. M.P. 26°C. B.P. 271°C. Practically insoluble in water, soluble in alcohol and oils. The diluted solutions show a beautiful blue fluorescence.
[Uses]

Damascenine could find use in exotic floral compositions and variations of Citrus colognes, in novel topnote complexes with green-winey odorants, etc. The material could find many uses in flavor compositions, not only in variations of Strawberry but also Grape and "Tutti-frutti", wine, Cognac, etc.
[Definition]

ChEBI: Damascenine is a methoxybenzoic acid.
[Synthesis]

Damascenine's two synthesis methods are as follows: 1) from ortho-Hydroxybenzoic acid by Methylation followed by Nitration, Reduction, Aminomethylation and Esterification. 2) from 8-Hydroxyquinoline by Methylation, Oxidation, De-formylation and Esterification.
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