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Chapter 11: Q41. (page 451)

Question: Draw the products formed in each reaction and indicate stereochemistry.

a.

b.

c.

d.

Short Answer

Expert verified

Answer

a.

b.

c.

d.

Step by step solution

01

Step-by-Step SolutionStep 1: Nucleophilic substitution reaction

The organic reaction involving the attack of an electron-rich nucleophile at the electrophile to displace a leaving group is known as a nucleophilic substitution reaction.

02

The given nucleophilic substitution reactions a and b

a. As a strong nucleophile, the acetylide anion attacks the electrophilic carbon replacing the chloride anion from the least hindered side. The stereochemistry of the product would be the same as the reactant.


The product formed in reaction a

b. The strong nucleophile would attack the carbon, displacing the leaving group in a bimolecular nucleophilic substitution reaction.


The product formed in reaction b

03

Hydration in reactions c and d

The reaction involving the combination with water molecules is known as hydration.

The intermediates in c. and d. would undergo hydration to give the corresponding enantiomeric mixture of alcohols.

c.

d.

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Most popular questions from this chapter

Question: Explain the following statement. Although HC≡C-is more stable thanH2C=C-,HC≡C+is less stable than H2C=C+.

Question: Ignoring stereoisomers, draw the two possible enols for butan-2-one (CH3COCH2CH3), and predict which one is more stable.

Question: Write a stepwise mechanism for each of the following reactions. Explain why a more stable alkyne (but-2-yne) is isomerized to a less stable alkyne (but-1-yne), but under similar conditions, 2,5-dimethylhex-3-yne forms 2,5-dimethylhexa-2,3-diene.

Question: Give the structure corresponding to each name. '

a. 5,6-dimethylhept-2-yne

b. 5-tert-butyl-6,6-dimethylnon-3-yne

c. (S)-4-chloropent-2-yne

d. cis-1-ethynyl-2-methylcyclopentane

e. 3,4-dimethylocta-1,5-diyne

f. (Z)-6-methyloct-6-en-1-yne

Question: Draw the products formed when the following alkynes are treated with each set of reagents: [1] H2O,H2SO4,HgSO4;[2]R2BHfollowedbyH2O2,OH-.

a.

b.
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