10. For each of the following reactions, predict the major organic product, including stereochemistry where appropriate. If the name of a reagent is given, draw the structure of that reagent. a. (S)-3-chlorooctane b. j CH3CH₂OK DMSO (S)-3-methyl-3-chlorooctane DMF CH₂CH₂OK CH3CH₂OH

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
icon
Concept explainers
Question
**Question 10: Organic Reaction Products**

For each of the following reactions, predict the major organic product, including stereochemistry where appropriate. If the name of a reagent is given, draw the structure of that reagent.

---

**a.** Reaction:

- Starting Material: (S)-3-chlorooctane
- Reagents: CH₃CH₂OK, DMSO

**b.** Reaction:

- Starting Material: (S)-3-methyl-3-chlorooctane
- Reagents: CH₃CH₂OK, CH₃CH₂OH

**c.** Reaction:

- Starting Material: Cyclopentane with a chlorine substituent
- Reagents: DMF, epoxide 

**d.** Reaction:

- Starting Material: Tosylate ester (OR group from an ethoxy chain)
- Reagents: NaN₃, EtOH

**e.** Reaction:

- Starting Material: Aromatic ring with an iodine substituent
- Reagents: EtOH

**f.** Reaction:

- Starting Material: Benzyl alcohol
- Reagents: H₃PO₄, heat (Δ)

---

**Explanation:**

- **(S)-3-chlorooctane:** This is an enantiomer of 3-chlorooctane with a specific stereochemistry.
- **CH₃CH₂OK** and **CH₃CH₂OH**: Ethoxide ion often used in elimination and substitution reactions.
- **DMSO** (Dimethyl sulfoxide): A polar, aprotic solvent that can help in substitution reactions.
- **Epoxide**: A three-membered cyclic ether.
- **NaN₃:** Sodium azide, commonly used for nucleophilic substitution reactions.
- **EtOH**: Ethanol, often used as a solvent.
- **H₃PO₄:** Phosphoric acid, used for dehydration reactions.
  
Predict and draw the major organic product for each reaction, considering factors like substitution, elimination, solvent effects, and stereochemistry.
Transcribed Image Text:**Question 10: Organic Reaction Products** For each of the following reactions, predict the major organic product, including stereochemistry where appropriate. If the name of a reagent is given, draw the structure of that reagent. --- **a.** Reaction: - Starting Material: (S)-3-chlorooctane - Reagents: CH₃CH₂OK, DMSO **b.** Reaction: - Starting Material: (S)-3-methyl-3-chlorooctane - Reagents: CH₃CH₂OK, CH₃CH₂OH **c.** Reaction: - Starting Material: Cyclopentane with a chlorine substituent - Reagents: DMF, epoxide **d.** Reaction: - Starting Material: Tosylate ester (OR group from an ethoxy chain) - Reagents: NaN₃, EtOH **e.** Reaction: - Starting Material: Aromatic ring with an iodine substituent - Reagents: EtOH **f.** Reaction: - Starting Material: Benzyl alcohol - Reagents: H₃PO₄, heat (Δ) --- **Explanation:** - **(S)-3-chlorooctane:** This is an enantiomer of 3-chlorooctane with a specific stereochemistry. - **CH₃CH₂OK** and **CH₃CH₂OH**: Ethoxide ion often used in elimination and substitution reactions. - **DMSO** (Dimethyl sulfoxide): A polar, aprotic solvent that can help in substitution reactions. - **Epoxide**: A three-membered cyclic ether. - **NaN₃:** Sodium azide, commonly used for nucleophilic substitution reactions. - **EtOH**: Ethanol, often used as a solvent. - **H₃PO₄:** Phosphoric acid, used for dehydration reactions. Predict and draw the major organic product for each reaction, considering factors like substitution, elimination, solvent effects, and stereochemistry.
Expert Solution
steps

Step by step

Solved in 3 steps with 6 images

Blurred answer
Knowledge Booster
Ethers
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