g) SNI CH,CH,NH2 or Et,0 SN2 h) OH or SN2 Rearrangement Occurs i) SNl KCN DMSO or SN2 Show Specific Stereochemistry j) CH,F Htina OTs NaN3 or ČHĄCH3 Show Specific Stereochemistry k) OMS CH3CH,OH or Rearrangement Occurs 1) NH2 or S. Rearrangement Occurs CHM 2210C Lesson 14 Name Points 1. For each of the following substitution reactions, draw the structure of the major organic product in the box provided. Circle the designation for the reaction mechanism by which the product is formed. a) SN1 KSH Br or acetone (SN2 b) SND HO- or SN2 c) SN1 H,CH,CC=CLi or THF "CH,CH3 CH2CH3 SN2 Show Specific Stereochemistry d) SN1 CH3SH ór Br CH2SHI SN2 Rearrangement Occurs CH2 CH( CHs )2 OK* SN1 CH,CH(CH;)2 OMS ór H3C H. DMF theC Show Specific Stereochemistry SN1 OTs or SN

g) SNI CH,CH,NH2 or Et,0 SN2 h) OH or SN2 Rearrangement Occurs i) SNl KCN DMSO or SN2 Show Specific Stereochemistry j) CH,F Htina OTs NaN3 or ČHĄCH3 Show Specific Stereochemistry k) OMS CH3CH,OH or Rearrangement Occurs 1) NH2 or S. Rearrangement Occurs CHM 2210C Lesson 14 Name Points 1. For each of the following substitution reactions, draw the structure of the major organic product in the box provided. Circle the designation for the reaction mechanism by which the product is formed. a) SN1 KSH Br or acetone (SN2 b) SND HO- or SN2 c) SN1 H,CH,CC=CLi or THF "CH,CH3 CH2CH3 SN2 Show Specific Stereochemistry d) SN1 CH3SH ór Br CH2SHI SN2 Rearrangement Occurs CH2 CH( CHs )2 OK* SN1 CH,CH(CH;)2 OMS ór H3C H. DMF theC Show Specific Stereochemistry SN1 OTs or SN

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 14MP: Plastic photochromic sunglasses are based on the following reversible rearrangement of a dye inside...

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