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Chapter 15: Q18. (page 570)

Question: Draw all constitutional isomers formed when each alkene is treated with NBS + hν.

a.

b.

c.

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

 Step 1: N-bromosuccinimide

It is named NBS and is used to produce the product with low concentration of bromine.

02

Formation of products

a.

The reaction is shown below:

Formation of product in a

b.

The reaction is shown below:

Formation of product in b

c.

The reaction is shown below:

Formation of product in c

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Most popular questions from this chapter

Question: Draw the steps of the mechanism that converts vinyl chloride (CH2CHCl) into poly(vinyl chloride).

Question: Five isomeric alkanes (A–E) 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–E.

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

Question: Consider the following Bromination:

(CH)3 CH +Br2→∆(CH3)3 CBr +HBr

(a) Calculate ΔH° 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 ΔH° 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.

Questions: Rank the indicated hydrogen atoms in order of increasing ease of abstraction in a radical halogenation reaction.
See all solutions

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