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Question 1 Which one of the following is a chain-terminating step in the free-radical chlorination of ethane?

Question 1 Which one of the following is a chain-terminating step in the free-radical chlorination of ethane? a. 1 b. 2 c. 3 d. 4 e. 5 .Question 2 What is the product of the reaction sequence shown? a. 1 b. 2 c. 3 d. 4 e. 5 .Question 3 Which one of the following involves a homolytic bond cleavage? a. 1 b. 2 c. 3 d. 4 e. 5 .Question 4 An alkane with a molecular formula of C6H14 reacts with chlorine in the presence of light and heat. Five constitutionally isomeric monochlorides of molecular formula C6H13Cl are formed (along with a mixture of dichlorides, trichlorides, etc.). What is the most reasonable structure for the starting alkane? a. CH3CH2CH2CH2CH2CH3 b. (CH3)2CHCH2CH2CH3 c. CH3CH(CH2CH3)2 d. (CH3)3CCH2CH3 e. (CH3)2CHCH(CH3)2 .Question 5 How would you carry out the following conversion? a. 1. Br2, light, heat 2. NaOCH2CH3, heat 3. Cl2 b. 1. Br2, light, heat 2. NaOCH2CH3, heat 3. HCl c. 1. Br2, light, heat 2. NaNH2 (2 moles), NH3 3. HCl (2 moles) d. 1. Br2, light, heat 2. NaNH2 (2 moles), NH3 3. Cl2 (1 mole) e. 1. Br2, light, heat 2. NaNH2 (2 moles), NH3 3. NaCl (2 moles) .Question 6 Which one of the following represents the best method for the preparation of 3-chloro-3-ethylpentane? a. (CH3CH2)3CH + Cl2 → (CH3CH2)3CCl + HCl b. (CH3CH2)3CH + HCl → (CH3CH2)3CCl + H2 c. (CH3CH2)3CH + NaCl → (CH3CH2)3CCl + NaOH d. (CH3CH2)3COH + HCl → (CH3CH2)3CCl + H2O e. (CH3CH2)3COK + Cl2 → (CH3CH2)3CCl + KCl .Question 7 From among the following, which one represents the best synthesis of 2-methyl-2-pentene (CH3)2C=CHCH2CH3? a. 1. (CH3)2CHCH2CH2CH3 + F2, heat 2. KOC(CH3)2 b. 1. (CH3)2CHCH2CH2CH3 + Cl2, heat 2. NaOCH2CH3 c. 1. (CH3)2CHCH2CH2CH3 + Br2, heat 2. NaOCH3 d. 1. (CH3)2CHCH2CH2CH3 + I2, heat 2. NaOCH2CH3 .Question 8 Which one of the following reactions involves a free-radical intermediate? a. 1 b. 2 c. 3 d. 4 .Question 9 The peroxide-initiated reaction of HBr with alkenes involves highly regioselective a. addition to the double bond according to Markovnikov's rule. b. addition to the double bond opposite to Markovnikov's rule. c. substitution of bromine for an allylic hydrogen. d. substitution of bromine for a vinylic hydrogen. e. substitution of bromine for a tertiary hydrogen. .Question 10 Which one of the following best describes a mechanistic feature of the free-radical bromination (Br2, light) of 2-methylpropane? a. The initiation step involves cleavage of a C—H bond. b. The reaction is characterized by homolytic cleavage of the C—Br bond. c. The reaction is concerted; i.e., it occurs in a single step. d. The free radical (CH3)3C⋅ is produced in one propagation step and reacts with Br2 in another. e. The elementary step that leads to most of the product is the combination of (CH3)3C⋅ with a bromine atom.

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Answer 1) 2Answer 2) 2Answer 3) 3Answer 4) bAnswer 5) cAnswer 6) aAnswer 7) CAnswer 8) cAnswer 9) aAnswer 10)d
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