2-Furanacrylic Acid
Structural Formula Vector Image
Title: 2-Furanacrylic Acid
CAS Registry Number: 539-47-9
CAS Name: 3-(2-Furanyl)-2-propenoic acid
Additional Names: b-2-furylacrylic acid; furacrylic acid; 2-furalacetic acid; furfurylidene acetic acid
Molecular Formula: C7H6O3
Molecular Weight: 138.12
Percent Composition: C 60.87%, H 4.38%, O 34.75%
Literature References: Prepd by the condensation of furfural with malonic acid in the presence of pyridine. Laboratory procedure: S. Rajagopalan, P. V. A. Raman, Org. Synth. 25, 51 (1945). Large scale procedure: Johnson, ibid. 20, 55 (1940). Acid dissociation determn: C. C. Price, E. A. Dudley, J. Am. Chem. Soc. 78, 68 (1956).
Properties: Colorless needles from water, mp 141°. Sublimes in high vacuum at 112°. bp760 286°; also reported as bp760 226°; bp8 117°. pKa in ethanol (25°): 6.49. Volatile in steam. One gram dissolves in 500 ml water at 15°. 100 ml of a satd benzene soln contains 1.14 g at 19°. Sol in alcohol, ether, glacial acetic acid.
Melting point: mp 141°
Boiling point: bp760 286°; bp760 226°; bp8 117°
pKa: pKa in ethanol (25°): 6.49
Derivative Type: Labile Form
Properties: mp 104°. Can be converted to the stable form by exposure to sunlight in benzene soln contg some iodine.
Melting point: mp 104°

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