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Chapter 15: Q51. (page 570)

Question: Draw the six products (including stereoisomers) formed when A is treated with NBS + hv.

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01

Allylic bromination

In allylic bromination, alkenes react with the brominating agent N-bromosuccinimide in the presence of light, which gives a mixture of bromo-substituted products

02

Products

The anti-Markovnikov addition of the given compound A would give the following products:

Allylic bromination of A

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Most popular questions from this chapter

Question: Classify each radical as Primary , secondary or tertiary carbon radicals .

Consider the following Bromination:

(a) Calculate 螖H掳 for this reaction by using the bond dissociation energies in Table 6.2.

(b) Draw out a stepwise mechanism for the reaction, including the initiation, propagation, and termination steps.

(c) Calculate 螖H掳 for each propagation step.

(d) Draw an energy diagram for the propagation steps.

(e) Draw the structure of the transition state of each propagation step

Question: Which C-H bond in each compound most readily broken during radical halogenation?

a.

b.

c.

Question: Five isomeric alkanes (A鈥揈) having the molecular formula C6H14 are each treated with Cl2 + hv to give alkyl halides having molecular formula C6H13Cl . A yields five constitutional isomers. B yields four constitutional isomers. C yields two constitutional isomers. D yields three constitutional isomers, two of which possess stereo-genic centres. E yields three constitutional isomers, only one of which possesses a stereo-genic centre. Identify the structures of A鈥揈.

Question: What products are formed from monochlorination of (R)-2-bromobutane at C1 and C4? Assign R and S designations to each stereogenic center.
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