Homework Help is Here – Start Your Trial Now!
Science
Chemistry
B. Identify the following molecules/ions as aromatic, antiaromatic, or nonaromatic. You may assume that they are all planar. 8:0 (+

B. Identify the following molecules/ions as aromatic, antiaromatic, or nonaromatic. You may assume that they are all planar. 8:0 (+

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter18: Aromaticity
Section: Chapter Questions
Problem 7CTQ
See similar textbooks
icon
Related questions
Question
### Aromaticity Classification of Molecules/Ions Below are several molecules and ions. You are required to classify each as aromatic, antiaromatic, or nonaromatic, assuming all structures are planar. #### Structures to Identify: 1. **First Row:** - First Structure: A fused ring system containing a five-membered ring with an oxygen atom. - Second Structure: A bicyclic compound composed of two fused benzene rings (napthalene). - Third Structure: A five-membered ring with a positive charge (tropylium ion). - Fourth Structure: A seven-membered ring with alternating single and double bonds, including a positive charge. 2. **Second Row:** - First Structure: A three-ring fused system with the central ring being a six-membered ring. - Second Structure: A four-membered ring with two positive charges. - Third Structure: A bicyclic compound composed of two eight-membered rings. - Fourth Structure: A benzene ring with a side chain consisting of an ethylene group. 3. **Third Row:** - First Structure: A polycyclic aromatic hydrocarbon with three fused benzene rings in a linear arrangement. - Second Structure: A six-membered ring with one sulfur atom in it (thiophene). - Third Structure: A six-membered ring with one nitrogen atom in it (pyridine). - Fourth Structure: A large 16-membered aromatic ring. ### Analysis Explanation: - **Aromatic compounds** follow the Huckel’s Rule where the number of π-electrons is given by 4n+2, and the ring is planar and fully conjugated. - **Antiaromatic compounds** have 4n π-electrons, are planar, and fully conjugated. - **Nonaromatic compounds** do not follow the criteria for aromatic or antiaromatic compounds, often being non-planar or not fully conjugated. ### Detailed Graph Description: Each molecular diagram is depicted in a standard chemical structure format, showing atoms (such as carbon represented by vertices and other elements like oxygen and nitrogen explicitly written) and the bonds between them as lines. Positive charges are indicated by "+" and cyclic structures are represented with geometric shapes like hexagons, pentagons, etc. This collection of diagrams serves as a reference for understanding and classifying the types of aromaticity in different organic molecules and ions.
Transcribed Image Text:### Aromaticity Classification of Molecules/Ions Below are several molecules and ions. You are required to classify each as aromatic, antiaromatic, or nonaromatic, assuming all structures are planar. #### Structures to Identify: 1. **First Row:** - First Structure: A fused ring system containing a five-membered ring with an oxygen atom. - Second Structure: A bicyclic compound composed of two fused benzene rings (napthalene). - Third Structure: A five-membered ring with a positive charge (tropylium ion). - Fourth Structure: A seven-membered ring with alternating single and double bonds, including a positive charge. 2. **Second Row:** - First Structure: A three-ring fused system with the central ring being a six-membered ring. - Second Structure: A four-membered ring with two positive charges. - Third Structure: A bicyclic compound composed of two eight-membered rings. - Fourth Structure: A benzene ring with a side chain consisting of an ethylene group. 3. **Third Row:** - First Structure: A polycyclic aromatic hydrocarbon with three fused benzene rings in a linear arrangement. - Second Structure: A six-membered ring with one sulfur atom in it (thiophene). - Third Structure: A six-membered ring with one nitrogen atom in it (pyridine). - Fourth Structure: A large 16-membered aromatic ring. ### Analysis Explanation: - **Aromatic compounds** follow the Huckel’s Rule where the number of π-electrons is given by 4n+2, and the ring is planar and fully conjugated. - **Antiaromatic compounds** have 4n π-electrons, are planar, and fully conjugated. - **Nonaromatic compounds** do not follow the criteria for aromatic or antiaromatic compounds, often being non-planar or not fully conjugated. ### Detailed Graph Description: Each molecular diagram is depicted in a standard chemical structure format, showing atoms (such as carbon represented by vertices and other elements like oxygen and nitrogen explicitly written) and the bonds between them as lines. Positive charges are indicated by "+" and cyclic structures are represented with geometric shapes like hexagons, pentagons, etc. This collection of diagrams serves as a reference for understanding and classifying the types of aromaticity in different organic molecules and ions.
Expert Solution
steps

Step by step

Solved in 2 steps with 2 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
Isomerism in Organic Compounds
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
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
SEE MORE TEXTBOOKS