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Chapter 12: PROBLEM 12.18 (page 474)

Question: Draw the products formed when both cis- and trans-but-2-ene are treated with OsO4, followed by hydrolysis with NaHSO3+H2O. Explain how these reactions illustrate that syndihydroxylation is stereospecific.

Short Answer

Expert verified

Answer

Cis-2-butene

Trans-2-butene

Step by step solution

01

Syn-hydroxylation of alkene

When alkenes (olefins) are hydroxylated using OsO4 , the products obtained are called syn-hydroxy alkanes

1,2-dihydroxy compounds are also known as glycols

02

Stereospecific reactions

The reaction is seen to be a stereospecific reaction because the stereochemistry of products depends on the stereochemistry of reactants used.

03

Stereo-chemically different products obtained due to different starting material

Cis-2-butene

Diastereomeric products

Trans-2-butene

Enantiomeric products

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