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

Relative Intensity Part VI. consider the multi-step reaction below for compounds A, B, and C. These compounds were subjected to mass spectrometric analysis and the following spectra for A, B, and C was obtained. Draw the structure of B and C and match all three compounds to the correct spectra. Relative Intensity Relative Intensity 100 HS-NJ-0547 80 60 31 20 S1 84 M+ absent 10 30 40 50 60 70 80 90 100 100- MS2016-05353CM 80- 60 40 20 135 137 S2 164 166 0-m 25 50 75 100 125 150 m/z 60 100 MS-NJ-09-43 40 20 20 80 45 S3 25 50 75 100 125 150 175 m/z

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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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Relative Intensity Part VI. consider the multi-step reaction below for compounds A, B, and C. These compounds were subjected to mass spectrometric analysis and the following spectra for A, B, and C was obtained. Draw the structure of B and C and match all three compounds to the correct spectra. Relative Intensity Relative Intensity 100 HS-NJ-0547 80 60 31 20 S1 84 M+ absent 10 30 40 50 60 70 80 90 100 100- MS2016-05353CM 80- 60 40 20 135 137 S2 164 166 0-m 25 50 75 100 125 150 m/z 60 100 MS-NJ-09-43 40 20 20 80 45 S3 25 50 75 100 125 150 175 m/z

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