Classes of Alkyl Halides Methyl halides:only one C,CH3X Primary:C to which X is bonded has only one C-C bond. Secondary:C to which X is bonded has two C-C bonds. Tertiary:C to which X is bonded has three C-C bonds
Polarity and Reactivity Halogens are more electronegative than C. Carbon-halogen bond is polar,so carbon has partial positive charge. Carbon can be attacked by a nucleophile. Halogen can leave with the electron pair. H+ HC一CI H chloromethane EPM of chloromethane
Uses of Alkyl Halides" Solvents-degreasers and dry cleaning fluid Reagents for synthesis of other compounds Anesthetic:Halothane is CFCHCIBr CHCla used originally (toxic and carcinogenic) 麻醉剂 >In 1847,the Edinburgh obstetrician James Young Simpson first used chloroform for general anesthesia during childbirth Freons,chlorofluorocarbons or CFC's Freon 12,CF2Cl2,now replaced with Freon 22, CF,CHCI,not as harmful to ozone layer. Pesticides-DDT banned in U.S
Uses of Alkyl Halides" ■杀虫剂、杀灭蚊子(疟疾) DDT1939年后广泛使用(残留高) Srilanka ●1934-1935150万(8万died) ●1963:仅15例 ●1968-1969第二季度60万例 1972:环境保护组织(EPA)废除 ■冷却液和喷气燃料推进剂
B.P&Densities Greater intermolecular forces,higher b.p. Dipole-dipole attractions not significantly different for different halides London forces greater for larger atoms Greater mass,higher b.p. Spherical shape decreases b.p. (CH3)3CBr CH3(CH2)3Br 73C 102°C ■Densities .Alkyl fluorides and chlorides less dense than water. .Alkyl dichlorides,bromides,and iodides more dense than water