16) Select the major product of the following series of reactions. a) H===H b) 1) NaNH, 2) CH,CH₂CH₂Br 3) 9-BBN 4) H₂O₂(aq), NaOH(aq) OH c) ? OH

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

Solve question 16)

**Question 16: Reaction Series Product Selection**

**Description:** The task is to determine the major product from a sequence of organic reactions.

**Reaction Sequence:**

1. **Reactant:** 
   - Alkyne (H-C≡C-H)

2. **Reagents and Conditions:**
   - Step 1: Sodium amide (NaNH₂)
   - Step 2: Propyl bromide (CH₃CH₂CH₂Br)
   - Step 3: 9-Borabicyclo[3.3.1]nonane (9-BBN)
   - Step 4: Aqueous hydrogen peroxide and sodium hydroxide (H₂O₂(aq), NaOH(aq))

**Options for Major Product:**
- a) An aldehyde with a three-carbon chain attached to a double-bonded oxygen
- b) A carboxylic acid with a three-carbon chain attached to a double-bonded oxygen and an OH group
- c) A ketone with a four-carbon chain
- d) An alcohol with a four-carbon chain

**Explanation:**
The original alkyne undergoes a series of reactions involving substitution, hydroboration, and oxidation to yield the end product. Based on the reagents and transformations involved (e.g., hydroboration-oxidation), students should analyze the mechanism and predict the correct organic product from the options provided.

This example highlights the transformations of a terminal alkyne into a functionalized four-carbon product through organometallic and oxidative processes.
Transcribed Image Text:**Question 16: Reaction Series Product Selection** **Description:** The task is to determine the major product from a sequence of organic reactions. **Reaction Sequence:** 1. **Reactant:** - Alkyne (H-C≡C-H) 2. **Reagents and Conditions:** - Step 1: Sodium amide (NaNH₂) - Step 2: Propyl bromide (CH₃CH₂CH₂Br) - Step 3: 9-Borabicyclo[3.3.1]nonane (9-BBN) - Step 4: Aqueous hydrogen peroxide and sodium hydroxide (H₂O₂(aq), NaOH(aq)) **Options for Major Product:** - a) An aldehyde with a three-carbon chain attached to a double-bonded oxygen - b) A carboxylic acid with a three-carbon chain attached to a double-bonded oxygen and an OH group - c) A ketone with a four-carbon chain - d) An alcohol with a four-carbon chain **Explanation:** The original alkyne undergoes a series of reactions involving substitution, hydroboration, and oxidation to yield the end product. Based on the reagents and transformations involved (e.g., hydroboration-oxidation), students should analyze the mechanism and predict the correct organic product from the options provided. This example highlights the transformations of a terminal alkyne into a functionalized four-carbon product through organometallic and oxidative processes.
Expert Solution
steps

Step by step

Solved in 3 steps with 1 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.
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