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

a)

Short Answer

Expert verified

a)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.

The product contains two identical allylic groups, each of which is present. Thus, with a highly stable radical, there is no rearrangement. As a result, the reaction between the supplies alkene and NBS.

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Most popular questions from this chapter

Question: Show how you would synthesize the following carboxylic acids, using the indicated starting materials.

(a) hex-3-yneโ†’propanoicacid

(b) cis-cyclodeceneโ†’decanedioicacid

(c ) iodobenzeneโ†’phenylaceticacid

(d)pentan-3-olโ†’2-ethylbutanoicacid

(e)o-xyleneโ†’phthalicacid

(f) allylbromideโ†’but-3-enoicacid

An unknown compound gives a mass spectrum with a weak molecular ion at m/z113 and a prominent ion at m/z68. Its NMR and IR spectra are shown here. Determine the structure, and show how it is consistent with the observed absorptions. Propose a favorable fragmentation to explain the prominent MS peak at m/z68.

Question:

  1. The Key Mechanism for Fischer esterification omitted some important resonance forms of the intermediates shown in brackets. Complete the mechanism by drawing all the resonance forms of these two intermediates.
  2. Propose a mechanism for the acid-catalyzed reaction of acetic acid with ethanol to give ethyl acetate.
  3. The Principle of Microscopic Reversibility states that a forward reaction and a reverse reaction taking place under the same conditions (as in equilibrium) must follow the same reaction pathway in microscopic detail. The reverse of the Fischer esterification is the acid-catalyzed hydrolysis of an ester. Propose a mechanism for the acid-catalyzed hydrolysis of ethyl benzoate, PhCOOCH2CH3.

Most of the Fischer esterification mechanism is identical with the mechanism of acetal formation. The difference is in the final step, where a resonance-stabilized carbocation loses a proton to give the ester. Write mechanisms for the following reactions, with the comparable steps directly above and below each other. Explain why the final step of the esterification (proton loss) cannot occur in acetal formation, and show what happens instead.

Show how you would synthesize the following compounds from the appropriate carboxylic acids or acid derivatives.

a)

b)

c)

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