Chapter 9.7, Problem 25ATS

(a)

Interpretation Introduction

Interpretation:

Structural formula should be drawn for the molecular formula ${\text{C}}_{\text{5}}{\text{H}}_{\text{10}}$ that gives 2-methylbutane on hydrogenation reaction withy 1 mole molecular hydrogen.

Concept introduction:

• Hydrogenation reaction: hydrogenation is a process of adding hydrogen molecule across the double bond of alkene. This process follows syn pathway. Hydrogen addition mechanism follows adsorption phenomenon.
• Generally, hydrogenation of alkenes proceeds in presence of transition metal catalysts like Pt, Pd, and Ni etc.

To find: The possible alkenes (X) for the molecular formula ${\text{C}}_{\text{5}}{\text{H}}_{\text{10}}$ that gives 2-methylbutane on hydrogenation reaction.

(b)

Interpretation Introduction

Interpretation:

Structural formula should be drawn for the molecular formula ${\text{C}}_{\text{5}}{\text{H}}_{\text{10}}$ that gives 2-methylbutane on hydrogenation reaction withy 1 mole molecular hydrogen.

Concept introduction:

• Hydrogenation reaction: hydrogenation is a process of adding hydrogen molecule across the double bond of alkene. This process follows syn pathway. Hydrogen addition mechanism follows adsorption phenomenon.
• Generally, hydrogenation of alkenes proceeds in presence of transition metal catalysts like Pt, Pd, and Ni etc.

To predict: The alkene (X), which gives product with no chiral center during hydroboration-oxidation reaction.