Vlll CONTENTS 



II. The Chemistry of Fatty Acids and Glycerol (continued) 



(b) Lanopalmic Acid 31 



d. Licanic Acid 31 



(7) Miscellaneous Substituted Acids 32 



a. Isovaleric Acid 33 



b. Tuberculostearic Acid 33 



c. Phthioic Acid 34 



d. Mycolic Acid 34 



e. Mycocerosic Acid 35 



f . Phytomonic Acid 35 



g. Other Substituted Acids in Tubercle Bacilli 36 



h. Unsaturated Substituted Acid 36 



i. Branched-Chain Fatty Acids in Wool Wax 36 



(8) Cyclic Acids 37 



a. Chaulmoogric Acid 37 



b. Hydnocarpic Acid 39 



c. Gorlic Acid 39 



d. Other Cyclic Acids 39 



e. Structure as Related to Antileprosy Action 39 



(9) Dicarboxylic Acids 43 



3 . Physical Properties of Fatty Acids 44 



(1) General Physical Piojjerties 44 



(2) Melting Points of Fatty Acids 50 



a. Melting and Boiling Points as Functions of Chain Length . . 50 



b. Melting Point as Related to Number of Double Bonds 52 



c. Melting Point as Related to the Position of the Double Bonds 52 



d. Melting Point as Related to Geometrical Configuration 54 



e. Melting Point as Related to Position and Number of Methyl 



Side Chains 54 



(3) Solubility of Fatty Acids 57 



a. Solubility of Saturated Fatty Acids in Water and of Water in 



Fatty Acids 57 



b. Solubility of Saturated Fatty Acids in Non-aqueous Solvents 59 



c. Solubility of Saturated and Unsaturated Fatty Acids in Non- 



aqueous Solvents at Low Temi^eratures 66 



d. Effect of Substitution on the Solubility of Fatty Acids 68 



(a) Solubility of Hydroxy-Acids 68 



(b) Solubility of Bromo-Acids 68 



e. Variations in Solubility of Metallic Salts (Soaps) of Fatty 



Acids in Different Solvents 69 



(a) Lead Salts in Ether and Alcohol 69 



(b) Barium Salts in Benzene 70 



(c) Lithium Salts in Acetone 70 



(d) Magnesium Salts in Alcohol 71 



f. Anomalous Solubility and Association 71 



(4) Fatty Acid Films 72 



a. Monomolecular Films 72 



(a) Nature of Monomolecular Films 72 



(b) Factors Altering Monomolecular Films 73 



b. Polymolecular Films 76 



(5) Spectral Behavior of Fatty Acids 76 



