9500. α-Tocotrienol

Nomenclature

CAS number: 58864-81-6; 1721-51-3 (unspecified stereo)
(2R)-3,4-Dihydro-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-2H-1-benzopyran-6-ol; 2,5,7,8-tetramethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-6-chromanol; ζ1-tocopherol.
C29H44O2; mol wt 424.66.
C 82.02%, H 10.44%, O 7.54%.

Description and references

One of the naturally occurring forms of vitamin E, q.v. Isoln from wheat bran: Green et al., J. Sci. Food Agric. 6, 274 (1955); Green et al., Chem. Ind. (London) 1960, 73. Structure: Green et al., J. Chem. Soc. 1959, 3362. Attempt at synthesis: McHale et al., ibid. 1963, 784. Review: M. Kofler et al., “Physicochemical Properties and Assay of the Tocopherols” in R. S. Harris, I. G. Wood, Vitam. Horm. 20, 407-439 (1962). Synthesis of all-trans-form: Schudel et al., Helv. Chim. Acta 46, 2517 (1963).

Chemical structure

Properties

uv max (ethanol): 292.5 nm (E1%1cm 91).