1011. Batyl Alcohol

Nomenclature

CAS number: 544-62-7
3-(Octadecyloxy)-1,2-propanediol; monooctadecyl ether of glycerol.
C21H44O3; mol wt 344.57.
C 73.20%, H 12.87%, O 13.93%.

Description and references

Isoln from shark liver oils: Heilbron, Owens, J. Chem. Soc. 1928, 942; Davies et al., ibid. 1933, 165; Nakamiya, C.A. 33, 8175 (1939); from yellow bone marrow: Holmes et al., J. Am. Chem. Soc. 63, 2607 (1941); from coral-reef-building animals: Kind, Bergmann, J. Org. Chem. 7, 424 (1942). Synthesis from allyl octadecyl ether: Davies et al., J. Chem. Soc. 1930, 2542: Kornblum, Holmes, J. Am. Chem. Soc. 64, 3045 (1942). Synthesis of optically active batyl alc: Baer, Fischer, J. Biol. Chem. 140, 397 (1941).

Chemical structure

Properties

Glistening plates from dilute acetone, mp 70.5-71°. [α]D20 +1.14° (c = 6.6 in CHCl3). Sol in the usual fat solvents.

Derivative

Bis(p-nitrobenzoate).

Nomenclature

CAS number: 5908-83-8
C35H50N2O9; mol wt 642.78.
C 65.40%, H 7.84%, N 4.36%, O 22.40%.

Properties

Pale yellow needles from methanol, soft at 63°, mp 65-66°.

Therapeutic Category (Veterinary)

Has been recommended for bracken fern poisoning in cattle.