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Some Organic Chemistry Reaction Mechanisms Example Problems

First Posted: Feb. 22, 2018, 1:59 p.m. CST
Last Updated: Jan. 2, 2019, 1:31 a.m. CST

The solutions to the following problems can be found at this google document (gdoc) here.

1. What is the most likely product of the following reaction? 2-methyl-2-pentanol (also known as 2-methyl-pentan-2-ol) + PCl3. This is an example of a reaction between an alcohol and PCl3. PBr3 would work also.

3. Which of the following agents can complete the reaction below? 7-heptanol (also known as heptan-7-ol) + ? -> 4-bromoheptane a. NaBr b.HBr c. PBr3

4. What is the most likely product of the following reaction? 3-ethyl-2-hexone (also known as 3-ethyl-hex-2-one) + 1. LDA, THF 2. bromomethane -> ?

7. Using the two reactants shown below, draw the mechanisms and products for reactions based on four different mechanisms: SN1, E1, SN2, and E2.

Bromocyclopentane + ethoxide -> ?

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