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Problem Set 2 Extra S 1 / S 2 Problems

This document provides a list of practice problems from chapters 6 and 7 dealing with substitution and elimination reactions. The problems cover nucleophilic substitution reactions using cyanide and water, analyzing reaction mechanisms through free energy diagrams, and determining how charge is dispersed in transition states. Elimination problems address identifying and explaining reaction types and stereochemistry. Learning group practice problems are also referenced.

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44 views

Problem Set 2 Extra S 1 / S 2 Problems

This document provides a list of practice problems from chapters 6 and 7 dealing with substitution and elimination reactions. The problems cover nucleophilic substitution reactions using cyanide and water, analyzing reaction mechanisms through free energy diagrams, and determining how charge is dispersed in transition states. Elimination problems address identifying and explaining reaction types and stereochemistry. Learning group practice problems are also referenced.

Uploaded by

crystalgal9462
Copyright
© Attribution Non-Commercial (BY-NC)
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Download as PDF, TXT or read online on Scribd
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Problem Set 2 Extra SN1 / SN2 Problems Chapter 6 6.40 (This is a review of the nucleophilic ends of cyanide) 6.

42 (Use a free energy diagram for SN1 to rationalize this, and think about the height of the barrier for recombination of the LG with R+ compared to the barrier for attack by the nucleophile (e.g. water). 6.44 (this is similar to the cyanide question above) 6.45 (Think about what is happening to the charge in the transition state: is it decreasing, increasing, becoming dispersed?) 6.46 (I like this question). Elimination reactions Chapter 6 6.26 6.29 Note that the solution manual has a typo for (f); a methyl group is missing. The correct solution is as follows:

6.31 6.37 6.38 6.53

Chapter 7 Review Problems 7.2 7.10 7.11 7.15 7.16 End of Chapter Problems 7.37 7.38 7.39 7.40 (think about the stabilities of the carbocations formed in the rate determining step). 7.41 7.42 7.43 7.44 (I really like d; think about conformations and the stereochemical requirement of E2) Learning Group Problems 1 2 4

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