Hydroxylation of cis -2-butene and trans -2-butene with O s O 4 yields different products. The structure and stereochemistry of each of the product are to be drawn and the differences between the two to be explained. Concept introduction: Hydroxylation of alkenes with occurs with syn stereochemistry. It occurs through the formation of a cyclic osmate intermediate in a single step. During the formation of the osmatic ester and the subsequent treatment with NMO the stereochemistry of the double bond is not disturbed. To draw: The structure and stereochemistry of each of the products formed during the hydroxylation of cis -2-butene and trans -2-butene with O s O 4 and to explain the differences between the two.

Question

1/2 - 51% + » GAY Organic Reactions Assignment /26 Write the type of reaction that is occurring on the line provided then complete the reaction. Only include the major products and any byproducts (e.g. H₂O) but no minor products. Please use either full structural diagrams or the combination method shown in the lesson. Skeletal/line diagrams will not be accepted. H3C 1. 2. CH3 A Acid OH Type of Reaction: NH Type of Reaction: + H₂O Catalyst + HBr 3. Type of Reaction: H3C 4. Type Reaction: 5. H3C CH2 + H2O OH + [0] CH3 Type of Reaction: 6. OH CH3 HO CH3 + Type of Reaction: 7. Type of Reaction: + [H]

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Question

Chapter 8.SE, Problem 71AP

Interpretation Introduction

Interpretation:

Hydroxylation of cis-2-butene and trans-2-butene with O_sO₄ yields different products. The structure and stereochemistry of each of the product are to be drawn and the differences between the two to be explained.

Concept introduction:

Hydroxylation of alkenes with occurs with syn stereochemistry. It occurs through the formation of a cyclic osmate intermediate in a single step. During the formation of the osmatic ester and the subsequent treatment with NMO the stereochemistry of the double bond is not disturbed.

To draw:

The structure and stereochemistry of each of the products formed during the hydroxylation of cis-2-butene and trans-2-butene with O_sO₄ and to explain the differences between the two.

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