3- -2-Propen Coniferyl Alcohol

Coniferyl alcohol [4-hydroxy-3-methoxy-cinnamyl alcohol, 3-(4-hydroxy-3-methoxyphenyl)-2-propen-l-ol] [458-35-5] M 180.2, m 73-75°, 73-75°, b 163-165°/3mm. It is soluble in EtOH and insoluble in H2O. It can be recrystd from EtOH and distd in a vacuum. It polymerises in dilute acid. The benzoyl derivative has m 95-96° (from pet ether), and the tosylate has m 66°. [derivatives Freudenberg and Achtzehn B 88 10 1955, UV Herzog and HillmerR64 1288 1931. ... 

Coniferyl alcohol [4-hydroxy-3-methoxy-cinnamyl alcohol, 3-(4-hydroxy-3-methoxyphenyl)-2-propen-l-ol] [458-35-5] M 180.2, m 73-75°, 73-75°, b 163-165°/3mm. 

It will be recalled that the difference between eugenole and safrole on the one hand and the corresponding iso compounds, iso-eugenole and iso-safrole, on the other is, that in the latter and also in coniferyl alcohol, anol and anethole, the benzene ring is in the alpha or i position in the unsaturated propene or propenol chain. When such an unsaturated side chain compound is oxidized the chain breaks at the double bond and yields the aldehyde of the benzene compound. 

Coniferyl Alcohol, 4-(3-Hydroxy l-propenyl -2-mthoxyphetfOl 3 (4 hydroxy 3 methoxyphenyt)-2-propen-1 -of 4-hydroxy-3-methoxy cinnamic alcohol y-hydroxyisoeu-eenol. Ci8H.2Oj mol wt 180.20. C 66.65%, H 6.7 l%> O 26.64%. In benzoin, especially Siam benzoin, as coniferyl benzoate (up to 78%) Reinitzer, Arch. Pharm. 264, 131... 

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