Homework Help is Here – Start Your Trial Now!
Science
Chemistry
O H 1. NaBD4, EtOH 2. H3O+

O H 1. NaBD4, EtOH 2. H3O+

Chemistry
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...
See similar textbooks
icon
Related questions
Question

What's the major product?

**Reduction of a Ketone Using Sodium Borodeuteride (NaBD₄) in Ethanol (EtOH)** *Chemical Reaction:* The following image illustrates a two-step chemical reaction process for the reduction of a ketone functional group. 1. The reactant is a ketone compound. In this specific case, the structure displays a four-carbon chain with a ketone group (C=O) attached to the second carbon atom. 2. The first step of the reaction involves the addition of Sodium Borodeuteride (NaBD₄) in Ethanol (EtOH). Sodium Borodeuteride is a deuterated reducing agent often used to convert ketones into alcohols. 3. The second step involves the addition of an aqueous acidic workup (H₃O⁺), which is essential to neutralize the reaction mixture and to protonate the intermediate product to finally yield the corresponding alcohol. **Structure Description:** - The structure on the left shows a ketone (a carbon double-bonded to an oxygen atom, C=O) attached to a secondary carbon (R-C-R1 configuration). - The reducing agent is specified as NaBD₄, indicating deuterium (D) is used instead of hydrogen (H). - The reaction conditions include ethanol (EtOH) as the solvent. - The protonation step is indicated by H₃O⁺ (hydronium ion). **Explanation:** Ketones are typically reduced to secondary alcohols. Initially, the deuterated borohydride (NaBD₄) donates a deuteride (D⁻) ion to the carbonyl carbon of the ketone. This reduction step results in the formation of an alkoxide intermediate. This intermediate is then protonated (H⁺) during the acidic workup to yield the final alcohol product, where the carbonyl oxygen is replaced with a hydroxyl group (OH) and the hydrogen at the formerly carbonyl carbon is replaced with deuterium (resulting from NaBD₄). This reaction is commonly used in organic chemistry laboratories to introduce deuterium into molecules for tracing studies or pharmacokinetic profiling due to the presence of deuterium.
Transcribed Image Text:**Reduction of a Ketone Using Sodium Borodeuteride (NaBD₄) in Ethanol (EtOH)** *Chemical Reaction:* The following image illustrates a two-step chemical reaction process for the reduction of a ketone functional group. 1. The reactant is a ketone compound. In this specific case, the structure displays a four-carbon chain with a ketone group (C=O) attached to the second carbon atom. 2. The first step of the reaction involves the addition of Sodium Borodeuteride (NaBD₄) in Ethanol (EtOH). Sodium Borodeuteride is a deuterated reducing agent often used to convert ketones into alcohols. 3. The second step involves the addition of an aqueous acidic workup (H₃O⁺), which is essential to neutralize the reaction mixture and to protonate the intermediate product to finally yield the corresponding alcohol. **Structure Description:** - The structure on the left shows a ketone (a carbon double-bonded to an oxygen atom, C=O) attached to a secondary carbon (R-C-R1 configuration). - The reducing agent is specified as NaBD₄, indicating deuterium (D) is used instead of hydrogen (H). - The reaction conditions include ethanol (EtOH) as the solvent. - The protonation step is indicated by H₃O⁺ (hydronium ion). **Explanation:** Ketones are typically reduced to secondary alcohols. Initially, the deuterated borohydride (NaBD₄) donates a deuteride (D⁻) ion to the carbonyl carbon of the ketone. This reduction step results in the formation of an alkoxide intermediate. This intermediate is then protonated (H⁺) during the acidic workup to yield the final alcohol product, where the carbonyl oxygen is replaced with a hydroxyl group (OH) and the hydrogen at the formerly carbonyl carbon is replaced with deuterium (resulting from NaBD₄). This reaction is commonly used in organic chemistry laboratories to introduce deuterium into molecules for tracing studies or pharmacokinetic profiling due to the presence of deuterium.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

SEE SOLUTIONCheck out a sample Q&A here
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.
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
SEE MORE TEXTBOOKS