n-Butylmalonic Acid
Title: n-Butylmalonic Acid
CAS Registry Number: 534-59-8
CAS Name: Butylpropanedioic acid
Additional Names: pentane-1,1-dicarboxylic acid
Molecular Formula: C7H12O4
Molecular Weight: 160.17
Percent Composition: C 52.49%, H 7.55%, O 39.96%
Line Formula: CH3(CH2)3CH(COOH)2
Literature References: Prepd by the interaction of sodium n-amyl chloride and carbon dioxide under pressure with ligroin as solvent: Morton et al., J. Am. Chem. Soc. 58, 754 (1936).
Properties: Prisms from water, mp 102°. pK (5°): 2.96. Sol in water: 100 g of a satd aq soln contain 11.6 g at 0°; 79.3 g at 50°. Sol in alc, ether. Heating to 150° yields caproic acid.
Melting point: mp 102°
pKa: pK (5°): 2.96
 
Derivative Type: Diethyl ester
Molecular Formula: C11H20O4
Molecular Weight: 216.27
Percent Composition: C 61.09%, H 9.32%, O 29.59%
Properties: Prepared by the interaction of n-butyl bromide, diethyl malonate, and sodium alcoholate: Adams, Kamm, Org. Synth. 4, 11 (1925). Liquid, bp760 235-240°; bp40 140-145°; bp20 130-135°. nD20 1.425. Very sol in alcohol, ether.
Boiling point: bp760 235-240°; bp40 140-145°; bp20 130-135°
Index of refraction: nD20 1.425

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