Fill in the blanks with the necessary reactants or the expected products. More than one may be expected. Show stereochemistry of products wherever it is appropriate. CH₂-CH-CH-CH-CH₂ CH3 CH-CH3 CH₂-CH-CH=CH-CH₂ CH₁ *CH₁ 1) H₂(QAc)2, H₂O 2) NaBH₁ KMnO4 heat, H₂O COOH Ch₂₂ CCL

Fill in the blanks with the necessary reactants or the expected products. More than one may be expected. Show stereochemistry of products wherever it is appropriate. CH₂-CH-CH-CH-CH₂ CH3 CH-CH3 CH₂-CH-CH=CH-CH₂ CH₁ *CH₁ 1) H₂(QAc)2, H₂O 2) NaBH₁ KMnO4 heat, H₂O COOH Ch₂₂ CCL

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter5: Stereochemistry At Tetrahedral Centers

Section5.SE: Something Extra

Problem 75AP

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Question

Fill in the blanks with the necessary reactants or the expected products. More than one may be expected. Show stereochemistry of
products wherever it is appropriate.
CH-CH3
CH₂-CH-CH-CH-CH₂
CH₂
CH₂-CH-CH=CH-CH₂
*CH₁
CH₁
1) He(QAc)2, H₂O
2) NaBH₁
KMnO4
heat, H₂O
10
COOH
Ch₂₂
CCL

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