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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![### Organic Chemistry Reactions: Major Organic Product Determination
**Instructions:** Draw the major organic product of the following reactions. Include all reaction arrows and mechanistic steps.
#### Reaction 1
- **Starting Material:** A structure with a bromine (Br) attached to a secondary carbon on a straight-chain alkane.
- **Reagents:**
- Sodium methoxide (NaOCH₃)
- Methanol (CH₃OH)
**Reaction Description:** This reaction likely involves a nucleophilic substitution where the methoxide ion acts as a nucleophile, displacing the bromine atom. The focus is on capturing the product formation through the substitution mechanism, showing arrows for electron movement from the nucleophile to the electrophilic carbon, and the departure of the bromide ion.
#### Reaction 2
- **Starting Material:** Cyclohexanone (a cyclic ketone with a six-membered ring).
- **Reagents:**
- Step 1: Lithium diisopropylamide (LDA)
- Step 2: 3-chloropropene
**Reaction Description:** This likely involves an enolate formation using LDA as the base, followed by an alkylation step. The mechanism should include:
- Formation of the enolate ion by deprotonation at the alpha position of the ketone.
- The enolate then acts as a nucleophile, attacking the allylic halogen to form a new carbon-carbon bond, displacing the chloride ion in the process.
For both reactions, ensure to depict arrow pushing and intermediate structures accurately to reflect the mechanistic pathway from reactants to products.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F7237bf46-4025-4c4f-b170-df7369a74fb6%2Fa10dac1a-3049-4b14-b49b-c1e839ede57a%2Fen652sq_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Organic Chemistry Reactions: Major Organic Product Determination
**Instructions:** Draw the major organic product of the following reactions. Include all reaction arrows and mechanistic steps.
#### Reaction 1
- **Starting Material:** A structure with a bromine (Br) attached to a secondary carbon on a straight-chain alkane.
- **Reagents:**
- Sodium methoxide (NaOCH₃)
- Methanol (CH₃OH)
**Reaction Description:** This reaction likely involves a nucleophilic substitution where the methoxide ion acts as a nucleophile, displacing the bromine atom. The focus is on capturing the product formation through the substitution mechanism, showing arrows for electron movement from the nucleophile to the electrophilic carbon, and the departure of the bromide ion.
#### Reaction 2
- **Starting Material:** Cyclohexanone (a cyclic ketone with a six-membered ring).
- **Reagents:**
- Step 1: Lithium diisopropylamide (LDA)
- Step 2: 3-chloropropene
**Reaction Description:** This likely involves an enolate formation using LDA as the base, followed by an alkylation step. The mechanism should include:
- Formation of the enolate ion by deprotonation at the alpha position of the ketone.
- The enolate then acts as a nucleophile, attacking the allylic halogen to form a new carbon-carbon bond, displacing the chloride ion in the process.
For both reactions, ensure to depict arrow pushing and intermediate structures accurately to reflect the mechanistic pathway from reactants to products.
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