Chapter 6: 49 P-c (page 330)
(c)Optically active butan-2-ol racemizes in dilute acid. Propose a mechanism for this racemization.
Short Answer
c)
Chapter 6: 49 P-c (page 330)
(c)Optically active butan-2-ol racemizes in dilute acid. Propose a mechanism for this racemization.
c)
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Get started for freeGive the structures of the following compounds.
(a) Methylene chloride
(b) Carbon tetrachloride
(c) 3-iodo-2-methylpentane
(d) Chloroform
(e) 2-chloro-3-ethyl-2-methyhexane
(f) Isobutyl iodide
(g) Cis-1-chloro-3-(chloromethyl)cyclohexane
(h) Tert-butyl bromide
When water is shaken with hexane, the two liquids separate into two phases. Which compound is present in the top phase, and which is present in the bottom phase? When water is shaken with chloroform, a similar two-phase system results. Again, which compound is present in each phase? Explain the difference in the two experiments. What do you expect to happen when water is shaken with ethanol (CH3CH2OH)?
Propose a mechanism involving a hydride shift or alkyl shift for each solvolysis reaction. Explain howeach rearrangement forms a more stable intermediate.
(a)
(b)
(c)
(d)
Triethyloxonium tetrafluoroborate, (CH3CH2)3O+ BF4−, is a solid with melting point 91–92°C. Show how this reagent can transfer an ethyl group to a nucleophile (Nuc:−) in an SN2 reaction. What is the leaving group? Why might this reagent be preferred to using an ethyl halide? (Consult Table 6-2.)
Question: Propose mechanisms to account for the observed products in the following reactions.
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