Perfumes piperonal

Cyanide Wastes. Ozone is employed as a selective oxidant in laboratory-scale synthesis (7) and in commercial-scale production of specialty organic chemicals and intermediates such as fragrances, perfumes (qv), flavors, antibiotics (qv), hormones (qv), and vitamins (qv). In Japan, several metric tons per day (t/d) of piperonal [120-57-0] (3,4-methylenedioxybenzaldehyde) is manufactured in 87% yield via ozonolysis and reduction of isosafrole [93-16-3], Piperonal (or heHotropine [120-57-0]) has a pleasant odor and is used in perfumery. Oleic acid [112-80-1/, CH3(CH2 )7CH—CH(CH2 ). C02H, from tall oil (qv) is ozonated on a t/d scale to produce pelargonic, GgH2yG02H, and azelaic, H02G(GH2)yG02H, acids. Oleic acid also is ozonated in Japan... 

Used in the manufacture of piperonal used to modify oriental perfumes used to strengthen soap perfumes used in small quantities, together with methyl salicylate, in root beer and sarsaparilla flavours also used as a pesticide. 

Methylenedioxyphenyl- 2-propanone Used in the manufacture of piperonal and other perfume components. 

Piperonal is a base material for preparing a heliotrope type perfume and has widely been used as a perfume for general cosmetics, and in addition, it is a useful compound as a starting material for synthesis of medical and agricultural chemicals and a brightener for metal plating. 

As a method for producing piperonal, it has been generally known a method of oxidizing 3,4-methylenedioxy-mandelic acid with nitric acid (for example, P. S. Raman Current Science, 27, 22 (1958), Perfumer Flavourist, 14,13 (1989), EP 429316, etc.). Also, it has been known that 3,4-methylenedioxymandelic acid can be produced by reacting 1,2-methylenedioxybenzene and glyoxylic acid in the presence of sulfuric acid, etc. (for example, Japanese Provisional Patent Publication No. 95573/1979, Perfumer Flavourist, 14, 13 (1989), etc.). 

Piperonal was the favored starting material for making MDA, as were the other substituted benzaldehydes for making other psychedelic amphetamines. The supply of these raw materials was effectively shut off. Piperonal does find legitimate use in making perfumes, but considerable determination is needed to divert significant amounts of the stuff into clandestine operations. 

Chromic acid and the dichromates find numerous other applications as oxidizing agents in the organic chemical industry. In the manufacture of perfumes, they may be used to oxidize anethole to anisic aldehyde, isosafrol to piperonal (heliotropin), etc. The dichromates may be used to effect the condensation of a-haphthol with dimethyl-p-phenylenediamine to form indophenol. They are used in the preparation of methylene blue, safranine, and other dyestuffs,... 

In 1889, a turning point in perfume preparation had come, when Aime Guerlain introduced his perfume /icfcy , in which, for the first time, only synthetically generated vanillin, coumarin and heliotropin (3,4-methylenedioxy-benzaldehyde also known as piperonal) were used. In the course of his work on highly nitrated benzene derivatives, which would become very important as explosives, the French chemist Albert Baur found by chance a group of compounds with a musk odour. Ferdinand Tiemann in Berlin, looking for a syn-... 

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