CAMPHOLIC ACID. 467 



phoric and camphoronic acids. Distilled with phosphorus 

 pentasulphide, it is resolved into water and cymene 

 (p. 289) ; the same decomposition takes place when it 

 is distilled over phosphoric anhydride or zinc chloride, 

 but in the two latter cases, toluene, xylene, pseudocu- 

 mene, and other hydrocarbons are produced in con- 

 siderable quantity at the same time. When heated 

 with phosphorus chloride, two crystalline chlorine 

 compounds, C 10 H 15 C1 and C 10 H 16 C1 2 , are produced, which 

 lose hydrochloric acid easily, and are then converted 

 into cymene. When heated with hydriodic acid, it 

 yields a mixture of hydrocarbons. 



Monochlorcamphor, C 10 H 15 C10, is produced by 

 adding camphor to an aqueous solution of hypochlor- 

 ous acid. Colorless, crystalline mass ; but slightly 

 soluble in water, easily soluble in alcohol and ether. 

 Fuses at 95, and decomposes at 200, hydrochloric 

 acid being given off. Heated with alcoholic potassa, 

 it yields oxycamphor, C 10 H 16 2 , together 'with other 

 substances as yet unknown. Colorless needles ; fuse 

 at 137 ; sublime without decomposition ; insoluble in 

 water, easily soluble in alcohol. 



Monobromcamphor, C 10 H 15 BrO, and Dibromcam- 

 phor, C 10 H 14 Br 2 0, are produced by the action of bromine 

 on camphor at 100-120. Both compounds crystallize 

 in colorless prisms. Monobromcamphor melts at 76, 

 and boils without decomposition at 274 ; dibromcam- 

 phor melts at 114.5, and boils at 285, undergoing 

 material decomposition. When bromine is added to 

 a saturated solution of camphor in chloroform, crys- 

 talline camphor bromide, C 10 H 16 OBr 2 , is deposited, which, 

 when kept, especially in sunlight, is converted into 

 monobromcamphor. 



Campholic acid, C 10 H 18 2 , is produced when cam- 

 phor, in the form of vapor, is passed through a heated 

 mixture of calcium hydroxide and potassium hydrox- 

 ide ; and by the action of potassium on a solution of 

 camphor in petroleum. Crystallizes from alcohol in 



