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Asked by angelica vazquez on Apr 30, 2024

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Which of the following additions to alkenes occur(s) specifically in an syn fashion?

A) dihydroxylation using OsO4, H2O2
B) addition of H2
C) hydroboration
D) addition of HCl
E) A, B, and C

Syn Fashion

A descriptive term for a stereochemical arrangement in which substituents on adjacent carbons are oriented on the same side of a molecule or double bond.

Dihydroxylation

A chemical process that introduces two hydroxyl (-OH) groups across a double bond in alkenes, producing diols.

Hydroboration

A chemical reaction that adds boron and hydrogen across the double bond of alkenes to form organoboranes, a helpful intermediate in organic synthesis.

  • Examine stereoisomeric results in organic synthesis processes.
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Verified Answer

ZK
Zybrea KnightMay 04, 2024
Final Answer :
E
Explanation :
Dihydroxylation using OsO4 followed by reduction with NaHSO3, H2O yields a syn addition of two hydroxyl groups to the alkene. Addition of HSCH2CH2SH (ethanethiol) also occurs in a syn fashion. Hydroboration with BH3 followed by oxidation with H2O2 and NaOH also results in a syn addition of a hydroxyl group and a hydrogen atom. Therefore, options A, B, and C all involve syn additions to alkenes. Addition of HCl does not occur in a syn fashion, so option D is not correct.

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