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Chapter 9: Q52P (page 437)

What product is obtained when the following compound undergoes two successive elimination reactions?

Short Answer

Expert verified

The obtained product is given below

Step by step solution

01

Definition of elimination reaction

Elimination reaction is basically a reaction between alkyl bromide and a base in a step-by-step manner or in a concerted mechanism of bond breaking and making. During the elimination reaction, The C-X (X=halogen) and C-H bond should be in anti-periplanar fashion.

Example: E1, E2 E1cB mechanism.

02

Mechanism

The formation of product can be both By E1 or E2 pathway. The ultimate product following the E2 mechanism is given below,(E2 is favoured as nucleophile is strong).

Here during H abstraction, H1 and H3 are getting abstracted but not H2 hydrogens and the former abstraction through H1 and H3 produces alkene which has greater no of 饾湺 Hydrogens.

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Most popular questions from this chapter

Identify the three products formed when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water

The pKa of acetic acid in water is 4.76. What effect will a decrease in the polarity of the solvent have on the pKa? Why?

a. Explain why the reaction of an alkyl halide with ammonia gives a low yield of primary amine.

b. Explain why a much better yield of primary amine is obtained from the reaction of an alkyl halide with an azide ion (-N3), followed by catalytic hydrogenation. (Hint: An alkyl azide is not nucleophilic.)

Which member of each pair is a better nucleophile in methanol?

a. H2O or HO-

b. NH3 or H2O

c. H2O or H2S

d. HO- or HS-

e. I- or Br-

f. Cl-or Br-

What is the major product formed when the following compounds undergo an E1 reaction?
See all solutions

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