Chapter 11: Q57c (page 350)
Question: Order each of the following sets of compounds with respect to reactivity:
c. CH3CH2 CH2OCH3 CH3CH2 CH2OTs CH3CH2 CH2Br
Short Answer
Answer
CH3CH2 CH2OCH3 < CH3CH2 CH2 Br < CH3CH2 CH2OTs
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Chapter 11: Q57c (page 350)
Question: Order each of the following sets of compounds with respect to reactivity:
c. CH3CH2 CH2OCH3 CH3CH2 CH2OTs CH3CH2 CH2Br
Answer
CH3CH2 CH2OCH3 < CH3CH2 CH2 Br < CH3CH2 CH2OTs
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Which compound in each of the following pairs will react faster in an SN2reaction with OH-?
(b) CH3CH2Iin ethanol or dimethyl sulfoxide
Question:What products would you expect from the reaction of 1-bromopropane with each of the following?
(f) Mg, then H2O
What effect would you expect the following changes to have on the rate of the reaction of ethanol with 2-iodo-2-methyl butane?
(b) The concentration of the ethanol is halved by adding diethyl ether as an inert solvent.
Question: Predict the product and give the stereochemistry resulting from reaction of each of the following nucleophiles with (R)-2-bromooctane:
(b)
Reaction of iodoethane withyields a small amount of isonitrile,, along with the nitrileas the major product. Write electron-dot structures for both products, assign formal charges as necessary, and propose mechanisms to account for their formation.
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