1-Butyne is treated with sodium hydride, followed by 1-chloropropane. The resulting product is treated with excess Cl2. What is the IUPAC name of the final product?

Sure, let's break down the reaction step by step:

1. 1-Butyne is treated with sodium hydride:

   • 1-Butyne (CH≡C-CH2-CH3) reacts with sodium hydride (NaH) to form the acetylide anion (CH≡C-CH2-CH3⁻) and hydrogen gas (H2).

2. The acetylide anion reacts with 1-chloropropane:

   • The acetylide anion (CH≡C-CH2-CH3⁻) acts as a nucleophile and attacks the electrophilic carbon in 1-chloropropane (CH3-CH2-CH2-Cl), resulting in the formation of 5-hexyne (CH≡C-CH2-CH2-CH2-CH3).

3. 5-Hexyne is treated with excess Cl2:

   • When 5-hexyne is treated with excess chlorine (Cl2), the triple bond is fully halogenated, resulting in the formation of 2,2,3,3-tetrachlorohexane (Cl2CH-CH2-CH2-CH2-CH3).

Therefore, the IUPAC name of the final product is 2,2,3,3-tetrachlorohexane.