CHOLANIC ACID Property

Melting point:

163-164°; mp 163.5°

alpha 

D20 +21.7° (chloroform)

Boiling point:

432.57°C (rough estimate)

Density 

1.0086 (rough estimate)

refractive index 

1.4480 (estimate)

pka

4.76±0.10(Predicted)

optical activity

+2220 (c 2, CHCl3)

Hazard and Precautionary Statements (GHS)

CHOLANIC ACID Chemical Properties,Usage,Production

Definition

ChEBI: A steroid acid that consists of cholane having a carboxy group in place of the methyl group at position 24.

Purification Methods

Crystallise 5-cholanic acid from EtOH, Me2CO or AcOH. The ethyl ester has m 93-94o (from 80% EtOH), b 273o/12mm, [] D 20 +21o (CHCl3), and the methyl ester has m 86-87o (from MeOH) after purification through Al2O3 and eluting with *C6H6, and [] D 20 +21.2o (CHCl3). The 1H NMR (CDCl3) for the C18 & C19 protons has at 0.65 and 0.92ppm [see 5-cholanic acid above, Mandava et al. Steroids 23 357 1974]. [Stoll et al. Helv Chim Acta 18 644 1935, Huang-Minlon J Am Chem Soc 7 1 330 1949, Beilstein 9 III 2656, 9 IV 1992.]