O MgBr 1) H₂O H₂SO4 2) HCI/H₂O 1) BH3/THF 2) H₂O₂/NaOH / H₂O

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...
icon
Related questions
Question
The image contains a series of organic chemistry reactions demonstrating different chemical processes. Here's a detailed transcription and explanation of each reaction sequence:

1. **Epoxide Opening with Acid:**
   - **Starting Material:** Epoxide (three-membered oxygen-containing ring attached to a cyclohexane).
   - **Reagents:** 
     - Step 1: Water (H₂O)
     - Step 2: Sulfuric acid (H₂SO₄)
   - **Overview:** The epoxide ring is opened using water in the presence of sulfuric acid, which typically leads to a diol with anti-addition.

2. **Grignard Reaction with Epoxide:**
   - **Starting Material:** Cyclopentane with a magnesium bromide (MgBr, a Grignard reagent).
   - **Reagents:**
     - Step 1: Epoxide
     - Step 2: Hydrochloric acid (HCl) and Water (H₂O)
   - **Overview:** The Grignard reagent attacks the less hindered carbon of the epoxide, opening the ring and forming an alcohol after acidic work-up.

3. **Hydroboration-Oxidation:**
   - **Starting Material:** Cyclohexene.
   - **Reagents:**
     - Step 1: Borane (BH₃) in tetrahydrofuran (THF)
     - Step 2: Hydrogen peroxide (H₂O₂), sodium hydroxide (NaOH), and water (H₂O)
   - **Overview:** This reaction adds water across the double bond in a syn addition to form a primary alcohol.

4. **Dihydroxylation with Osmium Tetroxide:**
   - **Starting Material:** Cyclohexene.
   - **Reagents:**
     - Step 1: Osmium tetroxide (OsO₄) in THF
     - Step 2: Hydrogen sulfide (H₂S)
   - **Overview:** This reaction results in the syn addition of two hydroxyl groups, transforming the alkene into a vicinal diol.

5. **Oxymercuration-Reduction:**
   - **Starting Material:** Cyclohexene.
   - **Reagents:**
     - Step 1: Mercuric acetate [Hg(OAc)₂] in ethanol (CH₃CH₂OH)
     - Step 2
Transcribed Image Text:The image contains a series of organic chemistry reactions demonstrating different chemical processes. Here's a detailed transcription and explanation of each reaction sequence: 1. **Epoxide Opening with Acid:** - **Starting Material:** Epoxide (three-membered oxygen-containing ring attached to a cyclohexane). - **Reagents:** - Step 1: Water (H₂O) - Step 2: Sulfuric acid (H₂SO₄) - **Overview:** The epoxide ring is opened using water in the presence of sulfuric acid, which typically leads to a diol with anti-addition. 2. **Grignard Reaction with Epoxide:** - **Starting Material:** Cyclopentane with a magnesium bromide (MgBr, a Grignard reagent). - **Reagents:** - Step 1: Epoxide - Step 2: Hydrochloric acid (HCl) and Water (H₂O) - **Overview:** The Grignard reagent attacks the less hindered carbon of the epoxide, opening the ring and forming an alcohol after acidic work-up. 3. **Hydroboration-Oxidation:** - **Starting Material:** Cyclohexene. - **Reagents:** - Step 1: Borane (BH₃) in tetrahydrofuran (THF) - Step 2: Hydrogen peroxide (H₂O₂), sodium hydroxide (NaOH), and water (H₂O) - **Overview:** This reaction adds water across the double bond in a syn addition to form a primary alcohol. 4. **Dihydroxylation with Osmium Tetroxide:** - **Starting Material:** Cyclohexene. - **Reagents:** - Step 1: Osmium tetroxide (OsO₄) in THF - Step 2: Hydrogen sulfide (H₂S) - **Overview:** This reaction results in the syn addition of two hydroxyl groups, transforming the alkene into a vicinal diol. 5. **Oxymercuration-Reduction:** - **Starting Material:** Cyclohexene. - **Reagents:** - Step 1: Mercuric acetate [Hg(OAc)₂] in ethanol (CH₃CH₂OH) - Step 2
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 5 steps with 1 images

Blurred answer
Knowledge Booster
Solutions
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY