MALONIC ACID - (141-82-2)

Introduction

Name: malonic acid; propanedioic acid*; methanedicarboxylic acid
* IUPAC
CAS Number: 141-82-2
Chemical Formula: C3H4O4 or CH2(COOH)2
Molar Mass: 104.06146 g
Mass Percent: C 34.625 %; H 3.8744 %; O 61.499 % 

Classification

Uses/Function

• "A dibasic acid formed by the oxidation of malic acid and active in the tricarboxylic acid cycle in carbohydrate metabolism. Its inhibition of succinic dehydrogenase is the classic example of competitive inhibition. Malonic acid is found in beets." 1

Physical Properties

Melting Point:*
136°C 2 = 409.15 K = 276.8°F
135°C †3 = 408.15 K = 275°F

Density (g/cm3):
1.619 at 10°C 3
* - 1 atm pressure
† - decomposes

Solubility

Qualitative:
insoluble:  3
soluble:  • • 3

Bonding

Double Bonds: 2
Triple Bonds: 0
Sigma Bonds: 10
Pi Bonds: 2
Total: 12
Carboxyl Groups: 2
Hydroxyl Groups: 0

Reactions

Chloracetc acid as a starting compound for the preparation of malonic acid.: 4


For More Information

Sources

(1) - Taber's Cyclopedic Medical Dictionary, 18th ed.; F. A. David Company: Philadelphia, PA, 1997; p 22.
(2) - Estok, George K. Organic Chemistry: A Short Text; W.B. Saunders: Philadelphia, 1959; p 138.
(3) - Lide, David R. CRC Handbook of Chemistry and Physics, 83rd ed.; CRC Press: Boca Raton, FL, 2002; p 3-271.
(4) - Nathan Weiner. "Malonic acid". Org. Synth.; Coll. Vol. 2, p. 376