Assignment_7_2011_Alkenes_I

Assignment_7_2011_Alkenes_I - reaction occurs to give a new...

Info iconThis preview shows pages 1–5. Sign up to view the full content.

View Full Document Right Arrow Icon
CHM 1321 Assignment 7 In this assignment: - Alkene addition reactions - Synthesis 1. Predict the major product(s) of the following reactions and give a mechanism to account for its formation. 2. When 1, 3-butadiene reacts with HBr, a mixture of 3-bromo-1-butene and 1-bromo-2-butene is obtained. Propose a mechanism to account for this observation. 3. Propose a mechanism to account for the following:
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Assignment 7 2 4. Predict the major products of the following transformations: 5. Show how you could effect the following transformations. Include stereochemistry where appropriate:
Background image of page 2
Assignment 7 3 6. Predict the major products of the following reactions and give mechanisms to show how they are formed. Include stereochemistry where appropriate. (in part h, the electronegativity of the atoms will control which atom is the leaving group in the first step) 7. N-Bromosucciminide (shown below) is a source of electrophilic bromine (Br+). When 1- methylcyclohexene reacts with N-Bromosucciminide in the presence of fluoride ions, an addition
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 4
Background image of page 5
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: reaction occurs to give a new product C 7 H 12 BrF. a. Draw a mechanism for the reaction and predict the regiochemistry of the addition. b. Draw one of the enantiomers of the product in the chair conformation. c. Draw the same enantiomer in the other possible chair conformation. d. What are the configurations of the stereocentres in the product shown in parts b and c? Assignment 7 4 8. Propose methods to accomplish the following transformations (most require >1 step): 9. Show how you could prepare each of the following compounds starting with methylenecyclohexane. Assignment 7 5 10. Propose a synthesis of each of the following starting with an alkene of your choice. A retrosynthesis must be included. 11. Propose a synthesis of each of the following starting with alkenes containing 6 carbons or less. You may use any additional reagents necessary, but all carbons in the products must be derived from alkenes with 6 carbons or less. A retrosynthesis must be included....
View Full Document

This note was uploaded on 03/30/2012 for the course SCIENCE CHM 1321 taught by Professor Ogilvie during the Spring '09 term at University of Ottawa.

Page1 / 5

Assignment_7_2011_Alkenes_I - reaction occurs to give a new...

This preview shows document pages 1 - 5. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online