Chem 311 Chapter 4 Homework Assignment Fall 2021_22
Folder# ________________ Due 11:30 PM on 10/27/21 Grade ___________
General Instructions
Provide suitable responses for the problems shown below. The assignment is to be completed individually and returned by 11:30 pm EST on Wednesday, October 27, 2021. Where applicable, show your work to receive full credit. Late assignments will be assessed a penalty of 10 % of the overall grade per day late.
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Chem 311 Chapter 4 Assignment Fall 2021_22
Name __________________ Due 11:30 PM on 10/27/21 Grade ________________
Provide suitable responses to the following queries:
1. Give the systematic name for each of the following epoxides: (3 pts)
2. Use curved arrows to show the flow of electrons on the reactant side of each of the following reactions: (3 pts)
3. Decide which carbocation in each pair is more stable. (3 pts)
4. Decide which free radical in each pair is more stable. (3 pts)
5. What alkene should be used to synthesize each of the following alkyl halides? (3 pts)
6. Give the alkene and reagent that are needed to synthesize each of the following compounds: (4 pts)
7. Rank the following alkenes in order of increasing stability: (3 pts)
8. Identify the carbocations that are likely to rearrange, and state whether rearrangement will proceed via a 1,2-methyl shift, or a 1,2-hydride shift. (6 pts)
9. Identify the electrophile and the nucleophile on the reactant side of each of the following reactions: (3 pts)
10. Draw the structural formula(s) for the major product(s) of each of the following reactions. Unless required, ignore stereochemical details.
11. Propose a mechanism for the following reaction: (3 pts each)
12. Propose a mechanism for the following reaction: (3 pts each)