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QUESTION 4 Consider the following reaction where Compounds (A) and (B) are hydrocarbons. (A) + n-Propyl bromide NaNH, NH3 (B) (i) Catalytic hydrogenation of Compound (A) in the presence of Lindlar's catalyst gives Compound (C) (a hydrocarbon). (ii) Dehydrobromination of Compounds (D) and (E) gives the same Compound (C) which can regenerate Com- pound (D) and Compound (E) by the addition of HBr in the presence and absence of peroxide, respectively. (iii) Reaction of Compound (C) with benzene in presence of H+ leads to formation of 1,1-diphenylethane. (iv) Compound (B) when treated with lithium in liquid ammonia followed by quenching with NH4Cl gives a stereoisomer (F). Identify the Compounds (A) to (F). 2

QUESTION 4 Consider the following reaction where Compounds (A) and (B) are hydrocarbons. (A) + n-Propyl bromide NaNH, NH3 (B) (i) Catalytic hydrogenation of Compound (A) in the presence of Lindlar's catalyst gives Compound (C) (a hydrocarbon). (ii) Dehydrobromination of Compounds (D) and (E) gives the same Compound (C) which can regenerate Com- pound (D) and Compound (E) by the addition of HBr in the presence and absence of peroxide, respectively. (iii) Reaction of Compound (C) with benzene in presence of H+ leads to formation of 1,1-diphenylethane. (iv) Compound (B) when treated with lithium in liquid ammonia followed by quenching with NH4Cl gives a stereoisomer (F). Identify the Compounds (A) to (F). 2

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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QUESTION 4 Consider the following reaction where Compounds (A) and (B) are hydrocarbons. (A) + n-Propyl bromide NaNH, NH3 (B) (i) Catalytic hydrogenation of Compound (A) in the presence of Lindlar's catalyst gives Compound (C) (a hydrocarbon). (ii) Dehydrobromination of Compounds (D) and (E) gives the same Compound (C) which can regenerate Com- pound (D) and Compound (E) by the addition of HBr in the presence and absence of peroxide, respectively. (iii) Reaction of Compound (C) with benzene in presence of H+ leads to formation of 1,1-diphenylethane. (iv) Compound (B) when treated with lithium in liquid ammonia followed by quenching with NH4Cl gives a stereoisomer (F). Identify the Compounds (A) to (F). 2
Transcribed Image Text:QUESTION 4 Consider the following reaction where Compounds (A) and (B) are hydrocarbons. (A) + n-Propyl bromide NaNH, NH3 (B) (i) Catalytic hydrogenation of Compound (A) in the presence of Lindlar's catalyst gives Compound (C) (a hydrocarbon). (ii) Dehydrobromination of Compounds (D) and (E) gives the same Compound (C) which can regenerate Com- pound (D) and Compound (E) by the addition of HBr in the presence and absence of peroxide, respectively. (iii) Reaction of Compound (C) with benzene in presence of H+ leads to formation of 1,1-diphenylethane. (iv) Compound (B) when treated with lithium in liquid ammonia followed by quenching with NH4Cl gives a stereoisomer (F). Identify the Compounds (A) to (F). 2
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