Question

Which of the following would give more than one product when treated with xs HCI? a.hex-1-ene b.hex-2-yne c.hex-I-yne d.hex-3-yne

Answer 1

Hex-2-yne would give more than one product when treated with excess HCl because the triple bond in the middle of the chain allows two potential sites for the addition of HCl, leading to multiple products.

Step-by-step explanation:

The compound that would give more than one product when treated with excess HCl (hydrochloric acid) is hex-2-yne. In this compound, the triple bond is in the middle of the chain, allowing two possible sites for the addition of HCl. A triple bond has two pi bonds that can be broken in successive reactions with HCl, leading to the formation of a vicinal dihalide. If we consider other options: hex-1-ene would only lead to a single product as the double bond is at the end of the chain; hex-1-yne and hex-3-yne should also give a single product because both have triple bonds at positions where there is no option for varied addition of HCl.

Examining some other compounds in reference to the concept of multiple products:
3,4-dimethyl-1-pentyne is similar to hex-2-yne because it also has a triple bond not located at the terminal end of the carbon chain, allowing for two different products upon successive addition reactions of HCl.

Answer 2

The compounds hex-2-yne and hex-3-yne can each react with excess HCl to form more than one product due to the positioning of their triple bonds allowing for addition in multiple ways.

Step-by-step explanation:

The student is asking which compound would yield more than one product when treated with excess hydrogen chloride (HCl). Let's analyze each option given:

• Hex-1-ene would react with HCl to form a single Markovnikov product where the chloride ion adds to the more substituted carbon atom.
• Hex-2-yne has a triple bond at the second carbon which means it could give two different addition products depending on which carbon the HCl adds to first.
• Hex-1-one would yield a single product similar to hex-1-ene as the addition of HCl would occur at the terminal carbon.
• Hex-3-one could also potentially yield two different products because the triple bond is internal, allowing for addition on either side.

Given this analysis, the compounds hex-2-yne and hex-3-yne have a structure that allows for the addition of HCl to occur in more than one way, leading to the formation of more than one product.