In what layer would you find each of the following molecules after a base extraction with 10% NaOH? H 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
Question
100%

The layers are either a organic solvent or aqueous solvent. 

**Question:**
In what layer would you find each of the following molecules after a base extraction with 10% NaOH?

**Molecules:**

1. **Molecule 1: Biphenyl**
   - Structure: Two benzene rings connected by a single bond (C6H5-C6H5).

2. **Molecule 2: 4-Chlorotoluene**
   - Structure: A benzene ring substituted with a methyl group (CH3) and a chlorine atom (Cl) in the para position (C6H4-CH3-Cl).

3. **Molecule 3: Benzaldehyde**
   - Structure: A benzene ring substituted with an aldehyde group (-CHO) (C6H5-CHO).

4. **Molecule 4: Cyclopropanecarboxylic acid**
   - Structure: A cyclopropane ring (C3H5) substituted with a carboxylic acid group (-COOH).

**Explanation:**

When performing a base extraction using 10% NaOH, the acidic components in the mixture will react with the base (NaOH), forming their corresponding conjugate bases (carboxylate or phenoxide ions), which are more water-soluble. These conjugate bases will thus be found in the aqueous layer, while the neutral or non-acidic compounds will remain in the organic layer.

- **Biphenyl** (Molecule 1): Non-acidic, non-polar compound. It will remain in the organic layer after extraction.
- **4-Chlorotoluene** (Molecule 2): Non-acidic, slightly polar due to the chlorine atom but not enough to dissolve in the aqueous layer. It will remain in the organic layer.
- **Benzaldehyde** (Molecule 3): Contains an aldehyde group, which is slightly polar but not acidic enough to react with NaOH. It will remain in the organic layer.
- **Cyclopropanecarboxylic acid** (Molecule 4): Contains a carboxylic acid group, which will react with NaOH to form the water-soluble carboxylate salt. It will be found in the aqueous layer after extraction.
Transcribed Image Text:**Question:** In what layer would you find each of the following molecules after a base extraction with 10% NaOH? **Molecules:** 1. **Molecule 1: Biphenyl** - Structure: Two benzene rings connected by a single bond (C6H5-C6H5). 2. **Molecule 2: 4-Chlorotoluene** - Structure: A benzene ring substituted with a methyl group (CH3) and a chlorine atom (Cl) in the para position (C6H4-CH3-Cl). 3. **Molecule 3: Benzaldehyde** - Structure: A benzene ring substituted with an aldehyde group (-CHO) (C6H5-CHO). 4. **Molecule 4: Cyclopropanecarboxylic acid** - Structure: A cyclopropane ring (C3H5) substituted with a carboxylic acid group (-COOH). **Explanation:** When performing a base extraction using 10% NaOH, the acidic components in the mixture will react with the base (NaOH), forming their corresponding conjugate bases (carboxylate or phenoxide ions), which are more water-soluble. These conjugate bases will thus be found in the aqueous layer, while the neutral or non-acidic compounds will remain in the organic layer. - **Biphenyl** (Molecule 1): Non-acidic, non-polar compound. It will remain in the organic layer after extraction. - **4-Chlorotoluene** (Molecule 2): Non-acidic, slightly polar due to the chlorine atom but not enough to dissolve in the aqueous layer. It will remain in the organic layer. - **Benzaldehyde** (Molecule 3): Contains an aldehyde group, which is slightly polar but not acidic enough to react with NaOH. It will remain in the organic layer. - **Cyclopropanecarboxylic acid** (Molecule 4): Contains a carboxylic acid group, which will react with NaOH to form the water-soluble carboxylate salt. It will be found in the aqueous layer after extraction.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
Knowledge Booster
Amines
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