Question

Using the reagents below, list in order (by letter, no period) those necessary to transform 1-chlorobutane into 1-butyne. Note: Not all entry-fields provided may be needed. Choose "na" in any space where you have no reagent. A. H2, Ni B. H2, Pd/CaSO4, quinoline C. H2, Ni2B(P-2) D. Br2 E. NaNH2, Mineral oil, heat F. NH4Cl G. t-BuOK, t-BuOH, heat H. CH3I I. CH3CH2I

Answer 1

Explanation:1. NaNH2 (1-Butene)

CH3CH2CH2CH2Cl --------------> CH3CH2CH=CH2 + HCl (elimination reaction)

2. Br2, CCl4

CH3CH2CH=CH2 ---------------> CH3CH2CH(Br)CH2Br (Simple addition Reaction)

3. NaNH2 (1-Butyne)

CH3CH2CH(Br)CH2Br ----------------> CH3CH2C≡CH + 2HBr

Sodamide (NaNH2) is a very strong base and generally results in Terminal Alkynes when treated with Vicinal Dihalides.

Alcoholic KOH on the other hand results in the formation of Alkynes with triple bonds in the middle of the molecule.