Chapter 8.SE, Problem 32MP

Interpretation Introduction

a)

Interpretation:

Whether the reaction shown will result in an optically active product is to be stated.

Concept introduction:

The catalytic hydrogenation is a heterogeneous process that occurs with syn stereochemistry. Both the hydrogens add from the same face of the double bond from the catalytic surface.

To state:

Whether the reaction shown will result in an optically active product.

Interpretation Introduction

b)

Interpretation:

Whether the reaction shown will result in an optically active product is to be stated.

Concept introduction:

The epoxide ring opening reaction takes place in two steps. In the first step protonation of the epoxide oxygen takes place. In the second step the nucleophilic attack of water on the protonated epoxide takes place from the less shielded side to give a trans-I,2-diol as the product. If the product contains a chiral centre it will be optically active.

To state:

Whether the reaction shown will result in an optically inactive product.

Interpretation Introduction

c)

Interpretation:

Whether the reaction shown will result in an optically active product is to be stated.

Concept introduction:

During ozonolysis the double bond in alkene is cleaved and carbonyl compounds usually result. When the carbon in the double bond is disubstituted, ketones are produced. When it is monosubstituted, an aldehyde is the product. If the alkene has a terminal double bond then formaldehyde is the product.

To state:

Whether the reaction shown will result in an optically active product.