Title: Muscone
CAS Registry Number: 541-91-3
CAS Name: 3-Methylcyclopentadecanone
Synonyms: muskone; methylexaltone
Molecular Formula: C16H30O
Molecular Weight: 238.41
Percent Composition: C 80.61%, H 12.68%, O 6.71%
Literature References: The odorous principle of musk. Characterization of naturally occurring (-)-form: Ruzicka,
Helv. Chim. Acta 9, 715 (1926). Structure:
ibid. 1008. Synthesis of (±)-form: Ziegler, Weber,
Ann. 512, 164 (1934); Ruzicka, Stoll,
Helv. Chim. Acta 17, 1308 (1934); Hunsdiecker,
Ber. 75B, 1197 (1942). Review of syntheses: S. Abe
et al., Cosmet. Perfum. 88, 67 (1973). Recent syntheses: Stork, Macdonald,
J. Am. Chem. Soc. 97, 1264 (1975); H. G. Fliri
et al., Monatsh. Chem. 110, 245 (1979); C. Fehr
et al., Helv. Chim. Acta 62, 2655 (1979); K. H. Schulte-Elte
et al., ibid. 2673; G. Cantoni
et al., J. Org. Chem. 45, 1906 (1980). Chiral synthesis of (
R)-(-)- and (
S)-(+)-forms: Q. Branca, A. Fischli,
Helv. Chim. Acta 60, 925 (1977).
Derivative Type: (-)-Form
Properties: Oily liquid. Musk odor. bp 328°; bp0.5 130°. d417 0.9221.
nD17 1.4802. [a]D17 -13°. Very slightly sol in water; miscible with alc.
Boiling point: bp 328°; bp0.5 130°
Optical Rotation: [a]D17 -13°
Index of refraction: nD17 1.4802
Density: d417 0.9221
Derivative Type: (±)-Form
Properties: Oily liquid. bp0.01 90°.
nD26 1.4767. uv max (ethanol): 285 nm (log e 1.54).
Boiling point: bp0.01 90°
Index of refraction: nD26 1.4767
Absorption maximum: uv max (ethanol): 285 nm (log e 1.54)
