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: Give the IUPAC name for each compound, including any R,S designation.
a.
b.
Question: In some nucleophilic substitutions under SN1 conditions, complete racemization does not occur, and a small excess of one enantiomer is present. For example, treatment of optically pure 1-bromo-1-phenylpropane with water forms 1-phenylpropan-1-ol. a. Calculate how much of each enantiomer is present using the given optical rotation data. b. Which product predominates—the product of inversion or the product of retention of configuration? c. Suggest an explanation for this phenomenon.
Question: Identify the stronger nucleophile in each pair
a.NH3 NH2
b.CH3 NH2 ,CH3 OH
c.CH3CO2- ,CH3CH2O-
Question: Nicotine, a toxic and addictive component of tobacco, is synthesized from A using SAM. Write out the reaction that converts A into nicotine.
Question: For each reaction, use the identity of the alkyl halide and nucleophile to determine which substitution mechanism occurs. Then determine which solvent affords the faster reaction
a.
b.
c.
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