CHM136H1 Chapter Notes - Chapter 8: Peroxy Acid, Dichlorocarbene, Chloroform

• School: UTSG
• Department: Chemistry
• Course: CHM136H1
• Professor: Thavarajah/ Woolley/ Nitz

Document Summary

Chapter 8: alkenes: reactions and synthesis (not simmons-smith reactions or epoxidations, not 8. 10 or 8. 11) Addition of water to alkenes (oxymercuration, hydroboration-oxidation) 8. 1 preparing alkenes: a preview of elimination reactions. Dehydrohalogenation the loss of hx from an alkyl halide: usually occurs by reaction of an alkyl halide with strong base (eg/ koh) Dehydration the loss of water from an alcohol: often carried out by treatment of an alcohol with a strong acid. Quick review: addition of hx (x=cl, br, i) to alkenes. The reaction goes through the more stable carbocation. By this mechanism, should see 50:50 mixture of cis and trans. In reality, only the trans isomer is observed. Reaction occurs with anti stereochemistry atoms add from opposite faces of the double bond: bromonium ion (r2br+) is formed as an intermediate. Bromonium ion shields one face of ring only the opposite face is available. Reaction of alkenes with the hypohalous acids ho-cl or ho-br to yield 1,2-halo alcohols (halohydrins)