Piscidic Acid
Title: Piscidic Acid
CAS Registry Number: 35388-57-9
CAS Name: 2,3-Dihydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic acid
Additional Names: (p-hydroxybenzyl)tartaric acid
Molecular Formula: C11H12O7
Molecular Weight: 256.21
Percent Composition: C 51.57%, H 4.72%, O 43.71%
Literature References: Isoln from root bark of Piscidia piscipula (L.) Sarg. (P. erythrina L.), Leguminosae (Jamaica dogwood): Freer, Clover, Am. Chem. J. 25, 390 (1901); from Narcissus poeticus L., Amaryllidaceae: Smeby et al., J. Am. Chem. Soc. 76, 6127 (1954). Structure: Bridge et al., J. Chem. Soc. 1948, 257. Synthesis of p-O-methyl deriv: Buckle et al., ibid. 1954, 3981.
Properties: Elongated prisms. mp 186-187°. [a]D20 +41.02° (c = 2.65). Sol in water, ethyl acetate; practically insol in CHCl3.
Melting point: mp 186-187°
Optical Rotation: [a]D20 +41.02° (c = 2.65)
 
Derivative Type: p-O-Methyl derivative
Additional Names: (p-Methoxybenzyl)tartaric acid
Molecular Formula: C12H14O7
Molecular Weight: 270.24
Percent Composition: C 53.33%, H 5.22%, O 41.44%
Properties: Crystals, mp 169-170°. [a]D23 +44.01 ±5.0° (c = 1.262).
Melting point: mp 169-170°
Optical Rotation: [a]D23 +44.01 ±5.0° (c = 1.262)
 
 
Status: This monograph has been retired and is no longer subject to revision or update.

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