Which of the following equations does NOT show the correct main products? O a. HO 1. Вн, THF 2. H2O NaOH но но. Ob. но Hg(OAc)2 HSO, HO но H. О с. HO 1. Hg(OAc)2, H2O 2. NaBH/NAOH HO, O d. 1. BHSI ,, THF. 2. H2ON2OH но но
Which of the following equations does NOT show the correct main products? O a. HO 1. Вн, THF 2. H2O NaOH но но. Ob. но Hg(OAc)2 HSO, HO но H. О с. HO 1. Hg(OAc)2, H2O 2. NaBH/NAOH HO, O d. 1. BHSI ,, THF. 2. H2ON2OH но но
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:**Which of the following equations does NOT show the correct main products?**
**a.**
- Reactants:
- HO-CH2CH=CH2
- 1. BH3, THF
- 2. H2O2/NaOH
- Products:
- HO-CH2CH2CH2OH
**b.**
- Reactants:
- HO-CH2CH=CH2
- Hg(OAc)2, H2SO4, H2O
- Products:
- HO-CH2CHO
**c.**
- Reactants:
- HO-CH2CH=CH2
- 1. Hg(OAc)2, H2O
- 2. NaBH4/NaOH
- Products:
- HO-CH2CH2CH2OH
**d.**
- Reactants:
- HO-CH2CH=CH2
- 1. BHSia2, THF
- 2. H2O2/NaOH
- Products:
- HO-CH(CH3)CHO
---
For understanding:
- **Option a**: Hydroboration-oxidation results in syn hydration to form a 1,3-diol.
- **Option b**: Oxymercuration-reduction leads to the formation of an aldehyde.
- **Option c**: Oxymercuration-reduction produces a diol, which is correct for similar reactions.
- **Option d**: Hydroboration with BHSia2 forms an aldehyde, indicating a syn addition with rearrangement.
The incorrect main product in this sequence is under option **b**, since typical oxymercuration should lead to a Markovnikov addition of water without further oxidation to an aldehyde.
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