ADIPIC ACID - (124-04-9)

Introduction

Name: adipic acid; hexanedioic acid; hexane-1,6-dioic acid
* IUPAC
CAS Number: 124-04-9
Chemical Formula: C6H10O4 or (CH2)4(COOH)2
Molar Mass: 146.1412 g
Mass Percent: C 49.311 %; H 6.8970 %; O 43.791 % 
Isomers:  ethyl oxalate

Classification

Uses/Function

• "Adipic acid is used in large quantities for the manufacture of nylon." 1

• "Manuf[acture] artificial resins, plastics (nylon), urethan foams. Used as acidulant in baking powders instead of tartaric acid, cream of tartar, and phosphates because adipic acid is not hygroscopic. As an intermediate in lubricating oil additives." 2

Physical Properties

Melting Point:*
153.2°C 3 = 426.35 K = 307.76°F
151°C 4 = 424.15 K = 303.8°F
Boiling Point:*
337.5°C 3 = 610.65 K = 639.5°F
Density (g/cm3):
1.360 at 25°C 3
* - 1 atm pressure

Solubility

Qualitative:
slightly soluble:  4
miscible:  • 4

Bonding

Double Bonds: 2
Triple Bonds: 0
Sigma Bonds: 19
Pi Bonds: 2
Total: 21
Carboxyl Groups: 2
Hydroxyl Groups: 0

Thermochemistry

ΔHf° (s): -237.60 kcal/mol 5 = -994.12 kJ/mol
ΔHf° (ℓ): -235.51 kcal/mol 5 = -985.37 kJ/mol
ΔGf° (ℓ): -177.17 kcal/mol 7 = -741.28 kJ/mol
The heat of combustion is the amount of heat released when one mole of a substance undergoes combustion according to the general reaction equation:
CxHyOz + 0.25(4x+y-2z) O2 (g) → x CO2 (g) + 0.5y H2O (ℓ)

ΔHcomb° (s): -668.275 kcal = -2796.0916 kJ
ΔHcomb° (ℓ): -670.365 kcal = -2804.83616 kJ

For More Information

Sources

(1) - Estok, George K. Organic Chemistry: A Short Text; W.B. Saunders: Philadelphia, 1959; p 141.
(2) - The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals, 13th ed.; Budavari, S.; O'Neil, M.J.; Smith, A.; Heckelman, P. E.; Kinneary, J. F., Eds.; Merck & Co.: Whitehouse Station, NJ, 2001; entry 163.
(3) - Lide, David R. CRC Handbook of Chemistry and Physics, 83rd ed.; CRC Press: Boca Raton, FL, 2002; p 3-187.
(4) - Estok, George K. Organic Chemistry: A Short Text; W.B. Saunders: Philadelphia, 1959; p 138.
(5) - Dean, John A. Lange's Handbook of Chemistry, 12th ed.; McGraw-Hill Book Company: New York, NY, 1979; p 9:65.
(6) - Dean, John A. Lange's Handbook of Chemistry, 12th ed.; McGraw-Hill Book Company: New York, NY, 1979; p 9:65.
(7) - Dean, John A. Lange's Handbook of Chemistry, 12th ed.; McGraw-Hill Book Company: New York, NY, 1979; p 9:65.