Organic Chemistry 354 Quiz - October 21, 1997

Dr. Sundin

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1. For the SN2 reaction of R-X + Nu-1 ---> R-Nu + X-1:

a. Give the mechanism (curved arrows!).

b. Which is a better nucleophile, OH-1 or H2O?

c. Which is a better leaving group, OH-1 or H2O?

d. Which alkyl halide reacts faster, (CH3)3CBr or CH3(CH2)3Br?

2. For the E1 reaction: (CH3)2CHCBr(CH3)2 + B:-1 ---> (CH3)2C=C(CH3)2

a. Give the mechanism (curved arrows!).

b. Give the kinetic rate expression.

3. Give the structure of the E2 product of strong base with

4. Give the structure of isobutyl isopropyl ether.

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