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C357_PPS_20_Sn2_II_2007

C357_PPS_20_Sn2_II_2007 - excess The statement “1...

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C357 Practice Problem Set #20/Substitution Page 1 of 3 1) Circle the better of each pair of nucleophiles: O - OH O - O - O - S - O O - O - Cl- Br- I- Br- 2) Circle the better of each pair of leaving groups: O O - O - I- Br- Cl- Br- HO- H 2 O 3) Circle the solvents below that would be suitable solvents for the S N 2 reaction: OH OH O O N F F F F F F S O CCl 4 H 2 O
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Page 2 of 3 4) Predict the S N 2 products (if any) of the following reactions and be sure to include stereochemistry where appropriate. Unless otherwise stated, assume NaOH is added in
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Unformatted text preview: excess. The statement “1 equiv.” means the NaOH is added one to one (equal amounts) with the alkyl halide. CH 3 Cl H H 3 CH 2 C Br H Br H Br H Cl H Br H H 3 C H Br H H CH 3 Heat Heat Heat 1 equiv. NaOH Heat 1 equiv. NaOH Heat a) b) c) d) e) NaOH NaOH NaOH Page 3 of 3 4) Con’t from page 2 H Br Heat Br Heat Cl H Heat Br Heat g) h) i) j) Br Heat f) NaOH NaOH NaOH NaOH NaOH...
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