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Chapter 20: 58 P-c (page 1038)

Question: Show the products you expect when each compound reacts with NBS with light shining on the reaction.

c)

Short Answer

Expert verified

c)The product formed from the above compound when react with NBS

Step by step solution

01

Step 1:

The bromination reaction is the process by which one or more bromine atoms are added to a chemical. Halogination reaction includes bromination reactions. N-bromosuccinimide, also known as NBS (sourse of Br), is employed in this reaction as a reagent to aid in radical substitution.

A free radical is a molecule that lacks charge and has an unpaired electron. Free radicals are extremely reactive substances with a brief shelf life.

02

Step 2:

First, the reagent N-bromosuccinimide (NBS) that produces the bromine radical Br undergoes radical formation.

03

Step 3:

An allylic free radical is the end product of the formation of free radical in the alkene. The proposed mechanism to explain the observed products in the described reaction between an alkene and NBS.

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Most popular questions from this chapter

(a) How many asymmetric carbon atoms are there in an aldotetrose? Draw all the aldotetrose stereoisomers.

(b) How many asymmetric carbon atoms are there in a ketotetrose? Draw all the ketotetrose stereoisomers.

(c) How many asymmetric carbon atoms and stereoisomers are there for an aldohexose? For a ketohexose?

Question:

  1. Why do most long-chain fatty acids show a large peak in the mass spectrum at m/z 60?
  2. Use equations to explain the prominent peaks at m/z 74 and m/z 87 in the mass spectrum of 2-methylpentanoic acid.
  3. Why doesn’t the mass spectrum of 2-methylpentanoic acid show a large peak at m/z 60?

Question. A student adds NBS to a solution of 1-methylcyclohexene and irradiates the mixture with a sunlamp until all the NBS has reacted. After a careful distillation, the product mixture contains two major products of formula.

  1. Draw the resonance forms of the three possible allylic free radical intermediates.
  2. Rank these three intermediates from most stable to least stable.
  3. Draw the products obtained from each free-radical intermediate.

Show how you would synthesize 2-phenylhex-3-yn-2-ol, starting with acetophenone (PhCOCH3 ) and any other reagents you need. (“2-ol” means there is an OH group on C2.)

(a) Propose a mechanism for the following reaction:

(b) Use the bond-dissociation enthalpies given in Table 4-2 (page 203) to calculate the value of ∆H° for each step shown in your mechanism. (The BDE for is about 280 kJ/mol, or 67 kcal/mol.) Calculate the overall value of ∆H° for the reaction. Are these values consistent with a rapid free-radical chain reaction?
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