((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE

Chemical properties

Almost colorless oily liquid. B.P. 239° C. Sp.Gr. 1.02. Fresh-green, spicy-herbaceous Cassia-cinnamon type odor, more Cassia-like than the Diethyl acetal, yet less harsh than the aldehyde. Sweet spicy -herbaceous taste, but not nearly as sweet as the alciehyde.

Occurrence

Has apparently not been reported to occur in nature.

The Uses of ((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE

(E)-Cinnamaldehyde Dimethyl Acetal is synthesized from trans-cinnamaldehyde (C442020) and is used for the preparation of benzyl(aryl)triazoles and their selective human aromatase (cytochrome P 450 19A1) inhibitory activity.

The Uses of ((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE

((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE is used as a lasting topnote ingredient in many types of “modem” fragrances, not only in copies of successful French perfumes, but also in general as a novelty along with aldehydic-floral or Oriental-spicy or sweet-woody fragrance types. It forms interesting topnotes with alifatic aldehydes in Rose-Jasmin fragrances, and gives pleasant variations of woody-Oakmoss types. Stable in soap and may introduce Cinnamon type odor when used at a sufficiently high level of concentration.

Preparation

By the interaction of cinnamic aldehyde and methanol in the presence of a catalyst or by treating cinnamic aldehyde with trimethyl orthoformate.

Synthesis Reference(s)

The Journal of Organic Chemistry, 35, p. 1962, 1970 DOI: 10.1021/jo00831a052