chm2210ps12sol

chm2210ps12sol - stereochemistry of the product. Because...

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CH 3 CH 2 Cl + Na OCH 3 C CH 3 CH 3 CH 3 Cl + Na OCH 3 1-bromopropane KCN i-Pr-Cl OH / H 2 O room temp i-Pr-Cl KOH / alcohol heat CH 3 -CH 2 -I Li (n-Pr-) 2 Cu CH 3 -CH 2 Br Li° CH 3 OH CH 3 -CH 2 Br Li° CuBr CH 3 I EtCl Mg Ether EtOH CH 2 =CHBr Na OCH 3 I KCN CH 3 CH 2 -O-CH 3 C CH 3 CH 3 CH 3 OCH 3 CH 2 C CH 3 CH 3 + CH CH 3 CH 3 OH CH 3 CH 2 CH 2 CH 2 CH 3 CH 3 CH 3 CH 3 O + CH 3 CH 2 CH 3 CH 3 CH 3 CH 3 O + Organic Chemistry I Problem Set 12 Answer Key Substitution and Elimination Reactions Complete the reactions by drawing structures of major products. Indicate important minor products. If no reaction occurs, write NR after the arrow. 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. No Reaction 11. No Reaction C CH 2 CH 2 CH 3 N CH 2 CH CH 3
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CH 3 CH 2 C CH 2 CH 2 CH 3 OH CH 3 N C CH 2 CH 3 Br acetone CH 2 CH 3 CN + Br K + K Answer the following questions: 1. Optically pure (S)-3-bromo-3-methylhexane is treated with water and a substitution reaction forms an alcohol. Write the structure of the alcohol and describe the
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Unformatted text preview: stereochemistry of the product. Because the reaction proceeded via an SN 1 mechanism, the product is a racemic mixture of R and S. 2. (S)-2-chlorobutane is allowed to react with NaI in a polar aprotic solvent, to yield a substitution product. Write the structure of the product and describe the stereochemistry of the product. Because the reaction proceeded via an SN 2 mechanism, there was complete inversion of configuration and the product will be 100% (R)-2-iodobutane. (R) Configuration Only 3. Use equations to describe the mechanism for the reaction of ethyl bromide with potassium cyanide in acetone solution. I H...
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chm2210ps12sol - stereochemistry of the product. Because...

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