EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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Compound D, shown below, reacts with hydrogen bromide by electrophilic addition. A mixtur
organic compounds, E and F, is formed.
CH₂CH3
CH3
CH₂
HBr
Time left 0:45:55
Mixture of organic compounds E and F
H
compound D
(i) Name the the two organic compounds E and F and show their condensed formula.
(ii) Briefly explain the mechanism of the reaction between compound and hydrogen bromide to form either
compound E or compound F. You can listature the main dept)
(ii) Which comprand. E or F is the major product
• H2O
Based on the reaction above,
(a) Outline the reaction mechanism.
(b) Sketch the energy diagram.
(c) Give the rate equation.
(d) Explain what happens to the reaction rate if:
The leaving group is changed to I.
(0)
(a)
The solvent is changed to DMF.
The alkyl halide is changed to
(v)
The concentration of the solvent is increased by five-fold
answer with proper justification and with good
explanation
A solution of pure (S)-2-iodobutane ([a] = +15.90°) in acetone is allowed to react with radioactive iodide, 131I -, until 1.0% of the iodobutane contains radioactive iodine. The specific rotation of this recovered iodobutane is found to be +15.58°. (a) What does this result suggest about the mechanism of the reaction of 2-iodobutane with iodide ion?
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