Santalole

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Santalole
Surname α-santalol β-santalol
other names (2 Z ) -5 - [(1 R , 3 R , 6 S ) -2,3-dimethyltricyclo [2.2.1.02,6] hept-3-yl] -2-methyl-2-penten-1-ol (2 Z ) -2-Methyl-5 - [(1 S , 2 R , 4 R ) -2-methyl-3-methylenebicyclo [2.2.1] hept-2-yl] -2-penten-1-ol
Structural formula Structural formula of (+) - α-santalol Structural formula of (-) - β-santalol
CAS number 115-71-9 77-42-9
PubChem 8283 6857681
Molecular formula C 15 H 24 O
Molar mass 220.36 g mol −1
Physical state liquid
Brief description
Melting point
boiling point 166-167 ° C at 19 mbar 177-178 ° C at 23 mbar
density 0.9770 g cm −3 0.9750 g cm −3
solubility
GHS
labeling
no classification available
no classification available
H and P phrases see above see above
see above see above
see above see above

Santalols are primary, unsaturated sesquiterpene alcohols with the empirical formula C 15 H 24 O, which occur in two isomeric forms as α-santalol and β-santalol.

Occurrence

Sandalwood tree

The Santalole are natural products and as such are the main components of East Indian sandalwood oil and are also found in celery seeds.

Extraction and presentation

β-Santalol can be obtained from camphensultone .

Properties and meaning

Commercial raw santalol is an oily, viscous, mostly clear liquid with a faint sandalwood-like odor, a density of 0.978 to 0.980 g · cm −3 at 15 ° C and a boiling range of 305 to 306 ° C at normal pressure. Santalol is mainly used as a balsamic fragrance with a simultaneous fixing effect. There was also medicinal use as an antiseptic .

Individual evidence

  1. a b c d e Otto-Albrecht Neumüller (Ed.): Römpps Chemie-Lexikon. Volume 5: Pl-S. 8th revised and expanded edition. Franckh'sche Verlagshandlung, Stuttgart 1987, ISBN 3-440-04515-3 , pp. 3680-3681.
  2. Total synthesis of .β - santalol . In: The Journal of Organic Chemistry . tape 48 , no. 12 , 1983, p. 1988-1991 , doi : 10.1021 / jo00160a009 .
  3. ^ Brockhaus ABC Chemie , VEB FA Brockhaus Verlag Leipzig 1965, p. 1229.