Ledol
Title: Ledol
CAS Registry Number: 577-27-5
CAS Name: [1aR-(1aa,4a,4ab,7a,7ab,7ba)]-Decahydro-1,1,4,7-tetramethyl-1H-cycloprop[e]azulen-4-ol
Additional Names: "Ledum camphor"
Molecular Formula: C15H26O
Molecular Weight: 222.37
Percent Composition: C 81.02%, H 11.79%, O 7.19%
Literature References: Occurs in the essential oil from leaves of Ledum palustre L.: Grassmann, Repert. Pharm. 38, 53 (1931); Hjelt, Ber. 28, 3087 (1895); from L. groenlandicum Veder; L. columbianum Piper, Ericaceae: Cain, Lynn, J. Am. Pharm. Assoc. 23, 666 (1934); Penfold, J. Proc. R. Soc. N.S.W. 59, 206 (1925). Structure: G. Büchi et al., Tetrahedron Lett. 1959 (no. 6), 14. Stereochemistry: L. Dolejs, F. Sorm, Tetrahedron Lett. 1959 (no. 17), 1; revised stereochemistry: G. Büchi et al., J. Am. Chem. Soc. 91, 6473 (1969).
Properties: Needles from alc, mp 104-105°. Sublimes easily, even below the mp. bp760 292°. nD110 1.4667. [a]D20 +28° (c = 10 in chloroform). Practically insol in water. Sol in alc (about 10% w/v). Soluble in other organic solvents.
Melting point: mp 104-105°
Boiling point: bp760 292°
Optical Rotation: [a]D20 +28° (c = 10 in chloroform)
Index of refraction: nD110 1.4667
 
Derivative Type: Chromate
Molecular Formula: C30H50O4Cr
Molecular Weight: 526.71
Percent Composition: C 68.41%, H 9.57%, O 12.15%, Cr 9.87%
Properties: Ruby-red prisms, mp 92°. [a]20671 +30° (c = 2 in chloroform).
Melting point: mp 92°
Optical Rotation: [a]20671 +30° (c = 2 in chloroform)

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