PROBLEMS 8.17 Write the structure of the principal organic product to be expected from the reaction of 1-bromopropane with each of the following: (a) Sodium iodide in acetone 0 (b) Sodium acetate (CH-CONa) in acetic acid (c) Sodium ethoxide in ethanol

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For problem 8.17, all of the reactions will be SN2. For each reaction, identify and evaluate each nucleophile (strong? weak? Strong or weak as a base?) Also, evaluate each solvent as polar protic or polar aprotic. I recommend drawing the structure of each solvent.

 

PROBLEMS
8.17 Write the structure of the principal organic product to be expected from the reaction of
1-bromopropane with each of the following:
(a) Sodium iodide in acetone
0
(b) Sodium acetate (CH₂CONa) in acetic acid
(c) Sodium ethoxide in ethanol
(d) Sodium cyanide in dimethyl sulfoxide
(e) Sodium azide in aqueous ethanol
(f) Sodium hydrogen sulfide in ethanol
(g) Sodium methanethiolate (NaSCH,) in ethanol
Transcribed Image Text:PROBLEMS 8.17 Write the structure of the principal organic product to be expected from the reaction of 1-bromopropane with each of the following: (a) Sodium iodide in acetone 0 (b) Sodium acetate (CH₂CONa) in acetic acid (c) Sodium ethoxide in ethanol (d) Sodium cyanide in dimethyl sulfoxide (e) Sodium azide in aqueous ethanol (f) Sodium hydrogen sulfide in ethanol (g) Sodium methanethiolate (NaSCH,) in ethanol
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