F. Draw structures for the major product(s) of the mononitration in the reactions below. Don't forget to account for directing effects. NH HNO3 H₂SO4 H HNO3 H₂SO4 HNO3 H₂SO4 HNO3 H₂SO4

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
### Mononitration Reactions of Aromatic Compounds

**Objective:**
To draw structures for the major product(s) of mononitration for given compounds, considering the directing effects of substituents.

**Instructions:**
Identify the major product(s) formed when the aromatic compounds undergo nitration in the presence of \(HNO_3\) and \(H_2SO_4\). Highlight the substituent’s directing influence on the nitration position on the benzene ring.

#### 1. Benzaldehyde Nitration
**Reactant:**
![Benzaldehyde](https://www.chemblink.com/structure-_10119017.gif)

- Structure: Benzene ring with a formyl group (–CHO).
- Reaction Conditions: \(HNO_3\), \(H_2SO_4\)
 
**Product:**
The formyl group is a meta-directing group. Hence, the nitro group will primarily attach to the meta position relative to the –CHO group.

#### 2. Acetanilide Nitration
**Reactant:**
![Acetanilide](https://www.chemicalland21.com/lifescience/phar/acetanilide.gif)

- Structure: Benzene ring with an acetamide group (–NHCOCH3) and a methyl group (–CH3).
- Reaction Conditions: \(HNO_3\), \(H_2SO_4\)

**Product:**
The acetamide group is ortho/para directing. The nitro group will attach primarily at the ortho and para positions relative to the –NHCOCH3 group.

#### 3. Benzoyl Chloride Nitration
**Reactant:**
![Benzoyl Chloride](https://www.chemicalland21.com/lifescience/chem/BENZOYL%20CHLORIDE.gif)

- Structure: Benzene ring with a benzoyl group (–COCl).
- Reaction Conditions: \(HNO_3\), \(H_2SO_4\)

**Product:**
The benzoyl group is meta-directing. The nitro group will primarily attach to the meta position relative to the –COCl group.

#### 4. Benzaldehyde Nitration (alternate)
**Reactant:**
![Benzotrifluoride](https://www.chemicalland
Transcribed Image Text:### Mononitration Reactions of Aromatic Compounds **Objective:** To draw structures for the major product(s) of mononitration for given compounds, considering the directing effects of substituents. **Instructions:** Identify the major product(s) formed when the aromatic compounds undergo nitration in the presence of \(HNO_3\) and \(H_2SO_4\). Highlight the substituent’s directing influence on the nitration position on the benzene ring. #### 1. Benzaldehyde Nitration **Reactant:** ![Benzaldehyde](https://www.chemblink.com/structure-_10119017.gif) - Structure: Benzene ring with a formyl group (–CHO). - Reaction Conditions: \(HNO_3\), \(H_2SO_4\) **Product:** The formyl group is a meta-directing group. Hence, the nitro group will primarily attach to the meta position relative to the –CHO group. #### 2. Acetanilide Nitration **Reactant:** ![Acetanilide](https://www.chemicalland21.com/lifescience/phar/acetanilide.gif) - Structure: Benzene ring with an acetamide group (–NHCOCH3) and a methyl group (–CH3). - Reaction Conditions: \(HNO_3\), \(H_2SO_4\) **Product:** The acetamide group is ortho/para directing. The nitro group will attach primarily at the ortho and para positions relative to the –NHCOCH3 group. #### 3. Benzoyl Chloride Nitration **Reactant:** ![Benzoyl Chloride](https://www.chemicalland21.com/lifescience/chem/BENZOYL%20CHLORIDE.gif) - Structure: Benzene ring with a benzoyl group (–COCl). - Reaction Conditions: \(HNO_3\), \(H_2SO_4\) **Product:** The benzoyl group is meta-directing. The nitro group will primarily attach to the meta position relative to the –COCl group. #### 4. Benzaldehyde Nitration (alternate) **Reactant:** ![Benzotrifluoride](https://www.chemicalland
Expert Solution
steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
Designing a Synthesis
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