alpha-Santalol
Title: a-Santalol
CAS Registry Number: 115-71-9
CAS Name: 5-(2,3-Dimethyltricyclo[2.2.l.02,6]hept-3-yl)-2-methyl-2-penten-1-ol
Molecular Formula: C15H24O
Molecular Weight: 220.35
Percent Composition: C 81.76%, H 10.98%, O 7.26%
Literature References: A sesquiterpene alcohol which together with b-santalol comprises about 90% of commercial sandalwood oil: F. W. Semmler, K. Bode, Ber. 40, 1124 (1907); E. Gruenther, The Essential Oils vol. 2 (Van Nostrand, New York, 1949) pp 266-269. Structure: F. W. Semmler, Ber. 43, 1893 (1910). Separation of a- and b-santalols of high purity: A. E. Bradfield et al., J. Chem. Soc. 1935, 309. Synthesis of a-santalol and conversion to b-santalol: S. C. Bhattacharyya, Sci. Cult. 13, 207 (1947), C.A. 43, 5484gh (1949); see also V. M. Sathe et al., Indian J. Chem. 4, 393 (1966); S. Y. Kamat et al., Tetrahedron 23, 4487 (1967). Stereochemistry studies: G. Brieger, Tetrahedron Lett. 1963, 2123. Natural a-santalol has a cis-(+)-configuration. Total synthesis: R. G. Lewis et al., ibid. 1967, 401. Stereospecific synthesis: E. J. Corey et al., J. Am. Chem. Soc. 92, 226, 6314 (1970); M. Julia, P. Ward, Bull. Soc. Chim. Fr. 1973, 3065; M. Tamura, G. Suzukamo, Tetrahedron Lett. 22, 577 (1981). Synthesis and separation of cis- and trans-isomers: K. Sato et al., Bull. Chem. Soc. Jpn. 49, 3351 (1976). Review: J. Simonsen, D. H. R. Barton, The Terpenes vol. 3 (Univ. Press, Cambridge, 1961) pp 178-188; A. Bhati, Flavour Ind. 1, 235-251 (1970).
Properties: Liquid. bp14 166-167°. d2525 0.9770. nD25 1.5017. a5461 +10.3°. [a]D20 +17.20° (c = 0.8 in chloroform). Sol in alcohol; slightly sol in propylene glycol, glycerine. Practically insol in water.
Boiling point: bp14 166-167°
Optical Rotation: a5461 +10.3°; [a]D20 +17.20° (c = 0.8 in chloroform)
Index of refraction: nD25 1.5017
Density: d2525 0.9770
Use: In perfumes, soaps and detergents.

Others monographs:
Ammonium BromideTralomethrinPalladium NitrateResmethrin
Cuprous Potassium CyanideTris-BPOblimersen SodiumIotrolan
FlurbiprofenTartrazineAmmonium OleateFenpiprane
Sialic AcidsSilver Chromate(VI)Oxonic Acid1,6-Cleve's Acid
©2016 DrugLead US FDA&EMEA