Question

For this question, if the product is racemic, input both enantiomers in the same Marvin editor. A) Input the number that corresponds to the reagent which when added to (E)-but-2-ene will result in a meso product. Input 1 for H2 with metal catalyst Input 2 for O3 followed by H2O, Zn Input 3 for D2 with metal catalyst Input 4 for Cl2 in the cold and dark

B) Draw the skeletal structure of the major organic product made from the reagent in part A

C) Draw the skeletal structure of the major organic product formed when (Z)-but-2-ene is treated with peroxyacetic acid.

Answer 1

A. The addition of H​​​​​2 in presence of metal catalyst like Pd , the mode of addition is syn addition. Hence, the product will be erythro dl pair.

If we put ozone followed by water with metallic zinc , reductive ozonolysis will occur. The product will be 2 moles of acetaldehyde.

If we put D​​​​​​2 in presence of metal catalyst like Pd, the mode of addition will be dl pair.

If we go for chlorination in dark mode , the anti addition will occur and the Meso product i.e. 2,3 -dichlorobutane is formed.

B. The str. of major product is given below :

C. The product will be a erythro in stereochemistry.

This is a stereo specific reaction. After epoxide formation, the -OH approaches through the opposite side , hence anti - addition will occur.