5. When the following optically pure (S)-epoxide is treated with NaH (a base), the corresponding alkoxide that forms undergoes an exclusive intramolecular S-type ring opening of the epoxide (100% conversion; Shown to the right). Select from the following. the best description of the product(s). A. The product is an optically inactive meso-compound. The product produced is a racemate. B. C. D. E. HO (S) The product is the same (S)-epoxide as the starting agent. A mixture of optically pure diastereomers are produced. A meso-compound and a single diastereomer (as a single enantiomer) are formed. NaH ???

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
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Problem 27VC
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5. When the following optically pure (S)-epoxide is treated with NaH
(a base), the corresponding alkoxide that forms undergoes an
exclusive intramolecular S2-type ring opening of the epoxide
(100% conversion; Shown to the right). Select from the following.
the best description of the product(s).
A.
B.
C.
D.
E.
The product is an optically inactive meso-compound.
The product produced is a racemate.
HO
(S)
The product is the same (S)-epoxide as the starting agent.
A mixture of optically pure diastereomers are produced.
A meso-compound and a single diastereomer (as a single enantiomer) are formed.
NaH
???
Transcribed Image Text:5. When the following optically pure (S)-epoxide is treated with NaH (a base), the corresponding alkoxide that forms undergoes an exclusive intramolecular S2-type ring opening of the epoxide (100% conversion; Shown to the right). Select from the following. the best description of the product(s). A. B. C. D. E. The product is an optically inactive meso-compound. The product produced is a racemate. HO (S) The product is the same (S)-epoxide as the starting agent. A mixture of optically pure diastereomers are produced. A meso-compound and a single diastereomer (as a single enantiomer) are formed. NaH ???
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