Batyl Alcohol
Structural Formula Vector Image
Title: Batyl Alcohol
CAS Registry Number: 544-62-7
CAS Name: 3-(Octadecyloxy)-1,2-propanediol
Additional Names: monooctadecyl ether of glycerol
Molecular Formula: C21H44O3
Molecular Weight: 344.57
Percent Composition: C 73.20%, H 12.87%, O 13.93%
Line Formula: CH2OHCHOHCH2O(CH2)17CH3
Literature 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).
Properties: Glistening plates from dilute acetone, mp 70.5-71°. [a]D20 +1.14° (c = 6.6 in CHCl3). Sol in the usual fat solvents.
Melting point: mp 70.5-71°
Optical Rotation: [a]D20 +1.14° (c = 6.6 in CHCl3)
 
Derivative Type: Bis(p-nitrobenzoate)
Molecular Formula: C35H50N2O9
Molecular Weight: 642.78
Percent Composition: C 65.40%, H 7.84%, N 4.36%, O 22.40%
Properties: Pale yellow needles from methanol, soft at 63°, mp 65-66°.
Melting point: mp 65-66°
 
Therap-Cat-Vet: Has been recommended for bracken fern poisoning in cattle.

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