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Chapter 2: Problem 29

Identify the correct statements among the following (a) Chlorination of \(\mathrm{n}\) -butane involves the attack by a free radical. (b) 2,3-Dimethylbutane can form only two monochloro derivatives (c) Between \(\mathrm{CH}_{3}-\mathrm{C} \equiv \mathrm{C}-\mathrm{CH}_{2}-\mathrm{CH}_{3}\) (I) and \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{C} \equiv \mathrm{CH}\) (II), only (II) will react with \(\mathrm{CH}_{3} \mathrm{MgI}\). (d) When a mixture of ethane, ethylene and ethyne is passed into a solution of ammoniacal \(\mathrm{AgNO}_{3}\), the gases bubbling out will be a mixture of ethane and ethylene

Short Answer

Expert verified
a) The chlorination of n-butane is a free radical reaction. b) There are four monochloro derivatives of 2,3-dimethylbutane. c) Only compound I will react with CH3MgI. d) Only ethyne reacts with ammoniacal AgNO3 among ethane, ethylene, and ethyne. Answer: The correct statements are (a), (c), and (d).

Step by step solution

01

Is the Chlorination of \(\mathrm{n}\)-butane a free radical reaction?

In the chlorination of \(\mathrm{n}\)-butane, the reaction includes homolytic cleavage of the \(\mathrm{Cl-Cl}\) bond, producing two chloride radicals. These free radicals can attack the hydrogen atom of \(\mathrm{n}\)-butane, and the resulting alkyl radical reacts with another chlorine molecule to generate the chlorinated product. Therefore, statement (a) is correct. #Step 2: Analyze statement (b)#
02

Number of monochloro derivatives of 2,3-Dimethylbutane

Let's examine the different carbon atoms in 2,3-dimethylbutane. The molecule has 3 types of carbons: two end methyl groups, one tertiary carbon in the middle, and a secondary carbon adjacent to the tertiary one. Chlorination could happen at any of these carbon atoms, resulting in 3 monochloro derivatives: 1- and 4-chloro-2,3-dimethylbutane, 2-chloro-2,3-dimethylbutane, and 3-chloro-2,3-dimethylbutane. Therefore, statement (b) is incorrect. #Step 3: Analyze statement (c)#
03

Reaction of I and II with \(\mathrm{CH}_{3} \mathrm{MgI}\)

Grignard reagents, like \(\mathrm{CH}_{3}\mathrm{MgI}\), are strong nucleophiles, and they can attack the electrophilic carbon atom of alkynes. In compound I, there are no protons on the carbon atom adjacent to the triple bond, so it can't undergo acid-base reaction with the Grignard reagent. In compound II, the terminal alkyne with an acidic proton will react with \(\mathrm{CH}_{3}\mathrm{MgI}\) to form an alkynide anion and then a new carbon-carbon bond. Therefore, statement (c) is correct. #Step 4: Analyze statement (d)#
04

Reaction of ethane, ethylene, and ethyne with ammoniacal \(\mathrm{AgNO}_{3}\)

Ammoniacal \(\mathrm{AgNO}_{3}\) solution, known as Tollen's reagent, is a mild oxidizing agent. When ethane, ethylene, and ethyne are passed into the solution, the ethyne will react, and ethane and ethylene will not. The reaction between ethyne and Tollen's reagent forms a silver acetylide precipitate and produces ethylene and ethane as gases. Therefore, statement (d) is correct. In conclusion, the correct statements are (a), (c), and (d).

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Most popular questions from this chapter

Directions: Each question contains Statement-1 and Statement-2 and has the following choices (a), (b), (c) and (d), out of which ONLY ONE is correct. (a) Statement- 1 is True, Statement- 2 is True; Statement- 2 is a correct explanation for Statement-1 (b) Statement- 1 is True, Statement- 2 is True; Statement- 2 is NOT a correct explanation for Statement-1 (c) Statement-1 is True, Statement- 2 is False (d) Statement- 1 is False, Statement- 2 is True Statement 1 Erythro-2,3-dibromobutane on reaction with zinc and alcohol gives trans 2 -butene. and Statement 2 Elimination requires trans periplanar geometry.

Which of the following compounds can exhibit geometrical isomerism? (a) \(\mathrm{IBrC}=\mathrm{CFCI}\) (b) Cinnamic acid (c) Benzophenone oxime (d)

Which of the following reactions will result in 2,2-dibromopropane? (a) \(\mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{CH}+2 \mathrm{HBr} \rightarrow\) (b) \(\mathrm{CH}_{3}-\mathrm{CBr}=\mathrm{CH}_{2}+\mathrm{HBr} \rightarrow\) (c) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}_{2}+\mathrm{Br}_{2} \rightarrow\) (d) \(\mathrm{CH}_{3} \mathrm{CH}=\mathrm{CHBr}+\mathrm{HBr} \rightarrow\)

When \(\mathrm{n}\) -hexane is passed over heated alumina or chromic oxide catalyst under pressure, the product formed is (a) Iso hexane (b) cyclohexane (c) butane and ethane (d) Benzene

How is 1,3 -butadiene made from (i) 1 -butene (ii) acetylene
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