Chapter 7: PROBLEM 7.48 (page 291)
Question: Rank the species in each group in order of increasing leaving group ability.
a. Br-,Cl-,I-
b. NH3,H2S,H2O
Short Answer
Answer
a. Cl-< Br-<I-
b. NH3 < H2O <H2S
Chapter 7: PROBLEM 7.48 (page 291)
Question: Rank the species in each group in order of increasing leaving group ability.
a. Br-,Cl-,I-
b. NH3,H2S,H2O
Answer
a. Cl-< Br-<I-
b. NH3 < H2O <H2S
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Get started for freeQuestion: Classify each solvent as protic or aprotic.
Question: As you will learn in Chapter 9, the epoxide is an ether with an oxygen atom in a three-membered ring. Epoxides can be made by intramolecular SN2 reactions of intermediates that contain a nucleophile and a leaving group on adjacent carbons, as shown.
Assume that each of the following starting materials can be converted to an epoxide by this reaction. Draw the product formed (including stereochemistry) from each starting material. Why might some of these reactions be more difficult than others in yielding nucleophilic substitution products?
a.
b.
c.
d.
Question: Why is the amine N atom more nucleophilic than the amide N atom CH3CONHCH2CH2CH2NHCH3?
Question: When a single compound contains both a nucleophile and a leaving group, an intramolecular reaction may occur. With this in mind, draw the product of the following reaction.
Question: Draw the products of each nucleophilic substitution reaction.
b.
c.
d.
e.
f.
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