Traumatic Acid
Structural Formula Vector Image
Title: Traumatic Acid
CAS Registry Number: 6402-36-4
CAS Name: 2-Dodecenedioic acid
Additional Names: 1-decene-1,10-dicarboxylic acid
Molecular Formula: C12H20O4
Molecular Weight: 228.28
Percent Composition: C 63.14%, H 8.83%, O 28.03%
Literature References: A wound hormone of plants. Isoln from pods of green beans: English et al., Proc. Natl. Acad. Sci. USA 25, 323 (1939). The naturally occurring traumatic acid is the trans-form. Synthesis of the trans-form: eidem, J. Am. Chem. Soc. 61, 3434 (1939); US 2339259 (1944); US 2391824 (1945); Truscheit, Eiter, Ann. 658, 86 (1962); Dolezal, Collect. Czech. Chem. Commun. 35, 1932 (1970); Schreurs et al., Recl. Trav. Chim. Pays-Bas Belg. 90, 1331 (1971); Prakasa Rao, Nayak, Synthesis 1975, 608; J. H. Babler, R. K. Moy, Synth. Commun. 9, 669 (1979). Synthesis of the cis-form: Lauer, Gensler, J. Am. Chem. Soc. 67, 1171 (1945).
Derivative Type: trans-Form
Properties: Crystals from alc, acetone, or 1,2-dimethoxyethane, mp 166-167°. bp0.001 150-160°. Very sparingly sol in water; sol in alc, ether, benzene, chloroform.
Melting point: mp 166-167°
Boiling point: bp0.001 150-160°
Derivative Type: cis-Form
Properties: Crystals from ethyl acetate and petr ether, mp 67-68°.
Melting point: mp 67-68°

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