
Concept explainers
(a)
Interpretation:
The product of the reaction of dibutyl sulfide with
Concept introduction:
Hydrogen perioxide
Sulfur containing organic compounds has many similar chemical properties as oxygen contain compound such as ether and aclcohol.

Answer to Problem 11.45AP
The product of the reaction of dibutyl sulfide with
Explanation of Solution
The dibutyl sulfide undergoes an oxidation reaction with hydrogen peroxide. The dibutyl sulfide reacts with
The corresponding
Figure 1
The product of the reaction of dibutyl sulfide with
(b)
Interpretation:
The product of the reaction of dibutyl sulfide with
Concept introduction:
Hydrogen perioxide
Sulfur containing organic compounds has many similar chemical properties as oxygen contain compound such as ether and aclcohol.

Answer to Problem 11.45AP
The product of the reaction of dibutyl sulfide with
Explanation of Solution
The dibutyl sulfide undergoes an oxidation reaction with hydrogen peroxide. The dibutyl sulfide reacts with
The corresponding chemical reaction is shown below.
Figure 2
The product of the reaction of dibutyl sulfide with
(c)
Interpretation:
The product of the reaction of
Concept introduction:
The magnesium monoperoxyphthalate

Answer to Problem 11.45AP
The product of the reaction of
Explanation of Solution
The compound
The corresponding chemical reaction is shown below.
Figure 3
The product of the reaction of
(d)
Interpretation:
The product of the reaction of given compound with
Concept introduction:
Epoxides undergo nucleophilic ring-opening reactions which are acid-catalyzed. If the epoxide is unsymmetrical, then the anionic nucleophile will attack the less-hindered carbon atom of the ring. If the reaction conditions are acidic, then the reaction will occur at the more substituted carbon atom.

Answer to Problem 11.45AP
The product of the reaction of given compound with
Explanation of Solution
The epoxide undergoes ring-opening reaction in the presence of acid. The dilithium dimethylcyanocuprate molecule generates a nucleophile
Figure 4
The product of the reaction of given compound with
(e)
Interpretation:
The product of the reaction of given compound with solvent
Concept introduction:
Epoxides undergo nucleophilic ring-opening reactions which are acid-catalyzed. If the epoxide is unsymmetrical, then the anionic nucleophile will attack the less-hindered carbon atom of the ring. If the reaction conditions are acidic, then the reaction will occur at the more substituted carbon atom.

Answer to Problem 11.45AP
The product of the reaction of given compound with solvent
Explanation of Solution
The epoxide undergoes ring opening reaction in the presence of acid. The water molecule acts a nucleophile and attacks on the more substituted carbon atom of the epoxide ring to from
Figure 5
The product of the reaction of given compound with solvent
(f)
Interpretation:
The product of the reaction of given compound with periodic acid is to be predicated.
Concept introduction:
The periodic acid acts as a strong oxidizing agent. The periodic acid reacts with a vicinal diol to form two

Answer to Problem 11.45AP
The product of the reaction of given compound with periodic acid is shown below.
Explanation of Solution
The given compound is vicinal diol. It reacts with periodic acid to form two aldehydes. The carbon-carbon bond between the carbon atoms attached to two adjacent hydroxyl groups gets breaks. The corresponding chemical reaction is shown below.
Figure 6
The product of the reaction of given compound with periodic acid is shown in Figure 6.
(g)
Interpretation:
The product of the reaction of given compound with
Concept introduction:
The metal hydride reagents are good reducing agents such as

Answer to Problem 11.45AP
The product of the reaction of given compound with
Explanation of Solution
The base
Figure 7
The product of the reaction of given compound with
(h)
Interpretation:
The product of the reaction of
Concept introduction:
Oxymercuration reaction is a type of reaction in which an alkene get converted into an alcohol. The mercuric acetate is used in the reaction as reagent. This reagent attacks the alkene to form a cyclic intermediate compound which further undergoes reduction to form alcohol.

Answer to Problem 11.45AP
The product of the reaction of
Explanation of Solution
The mercuric acetate
The corresponding chemical reaction is shown below.
Figure 8
The product of the reaction of
(i)
Interpretation:
The product of the reaction of the given compound with acidic methanol is to be predicated.
Concept introduction:
The replacement or substitution of one

Answer to Problem 11.45AP
The product of the reaction of the given compound with acidic methanol is shown below.
Explanation of Solution
The proton of the acid will protionate the ether. The protonated ether will increase the electrophilic characters of carbon atom attached to the oxygen atom. The methonal can acts as nuclephile, however the nucleophilic charater of methoxy-group and ethoxy group is similar. Therefore, no further reaction will take place.
The corresponding chemical reaction is shown below.
Figure 9
The product of the reaction of the given compound with acidic methanol is shown in Figure 9.
(j)
Interpretation:
The product of the reaction of
Concept introduction:
Grignard reagents are

Answer to Problem 11.45AP
The product of the reaction of
Explanation of Solution
The alkyl halide will react with magnisum metal to from gridnard reagent. These Grignard reagent reacts with epoixde to form alcohol. The alcohol reacts with
The corresponding chemical reaction is shown below.
Figure 10
The product of the reaction of
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Chapter 11 Solutions
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