Smoking composition and compounds therefor

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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131 17R, 131144, 560 60, C07D31744

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active

041419065

ABSTRACT:
A smoking composition is provided which comprises a smoking material and, as a source of flavor or aroma for the smoke thereof, certain aromatic beta-hydroxy compounds. Compounds which may be employed as a source of flavor or aroma include beta-hydroxy esters formed by condensing, using a Reformatsky-type reaction, an alkyl alpha-bromoisobutyrate or homolog thereof with an aromatic aldehyde such as benzaldehyde, anisaldehyde or piperonal. Other compounds which may be employed are the acids and/or metal salts which are formed by hydrolysis of such beta-hydroxy esters. Novel compositions of matter provided by the present invention include: the compound ethyl 2,2-dimethyl-3-hydroxy-3-(3',4'-methylenedioxyphenyl)-propionate, the compound n-amyl 2,2-dimethyl-3-hydroxy-3-phenylpropionate, the compound methyl 2,2-dimethyl-3-hydroxy-3-phenylpropionate, the compound 2,2-dimethyl-3-hydroxy-3-(3',4'-methylenedioxy phenyl) propionic acid, the compound ethyl 2,2-dimethyl-3-hydroxy-3-(p-methylphenyl)propionate, and the compound ethyl 2,2-dimethyl-3-hydroxy-5-phenyl-trans-4-pentenoate. The invention enables the incorporation in smoking materials, and particularly in tobacco, of compounds which will release flavors or aromas which compounds can be maintained and preserved during subsequent processing and storage of the tobacco.

REFERENCES:
patent: 3092639 (1963-06-01), Kulka
patent: 3462456 (1969-08-01), Leditschke et al.
patent: 3725437 (1973-04-01), Nagoya et al.
patent: 4026896 (1977-05-01), Harita et al.
Chem. Abstracts, Subject Index, vol. 82, Jan.-Jun. 1975, p. 701cs.
Aiba et al., Phytochemistry, 1975, vol. 14, No. 1, pp. 253-255.

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