Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
bartleby

Concept explainers

Question
Book Icon
Chapter 12.20, Problem 26P
Interpretation Introduction

Interpretation:

It is to be shown that Frost's circle could be adapted to generate the orbital energy level diagram shown for cyclopentadienyl anion.

Concept introduction:

The number of π electrons for a given polyene cation are first determined.

These π electrons are assigned to the molecular orbitals in accordance with the rule that states that the lowest energy orbitals fill first and the maximum number of electrons in one orbital is two. In case of the two orbitals having comparable energies, each gets one electron before either orbital gets two.

Frost's circle is used to set up the Huckel's molecular orbitals of planar, monocyclic, and completely conjugated polyenes.

The energy levels can be superimposed on a polygon with appropriate sides with the vertex pointing down.

By inscribing a polygon having appropriate number of sides within a circle so that one of its corners lies at the bottom, each of the polygon's corners defines a π electron energy level.

A horizontal dotted line drawn through the center of the circle separates the bonding and anti-bonding molecular orbitals.

The bonding orbitals are shown by the vertices below the halfway mark of the circle. The antibonding orbitals are shown by the vertices above the halfway mark. If the vertices lie exactly in the middle, then they represent non-bonding orbitals.

Blurred answer
Students have asked these similar questions
Predict the major products of the following organic reaction: Some important notes: Δ CN ? • Draw the major product, or products, of the reaction in the drawing area below. • If there aren't any products, because no reaction will take place, check the box below the drawing area instead. Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers. ONO reaction. Click and drag to start drawing a structure.
The following product was made from diethyl ketone and what other reagent(s)? £ HO 10 2-pentyne 1-butyne and NaNH2 ☐ 1-propanol ☐ pyridine butanal ☐ pentanoate
Which pair of reagents will form the given product? OH X + Y a. CH3 b. CH2CH3 ༧་་ C. CH3- CH2CH3 d.o6.(རི॰ e. CH3 OCH2CH3 -MgBr f. CH3-MgBr g. CH3CH2-MgBr -C-CH3 CH2CH3

Chapter 12 Solutions

Organic Chemistry - Standalone book

Ch. 12.10 - Prob. 11PCh. 12.11 - Prob. 12PCh. 12.12 - Prob. 13PCh. 12.13 - Prob. 14PCh. 12.13 - Prob. 15PCh. 12.15 - The regioselectivity of Birch reduction of...Ch. 12.16 - Prob. 17PCh. 12.17 - Both cyclooctatetraene and styrene have the...Ch. 12.17 - Prob. 19PCh. 12.18 - Give an explanation for each of the following...Ch. 12.19 - Prob. 21PCh. 12.19 - What does a comparison of the heats of combustion...Ch. 12.20 - Prob. 23PCh. 12.20 - Prob. 24PCh. 12.20 - Prob. 25PCh. 12.20 - Prob. 26PCh. 12.20 - Prob. 27PCh. 12.20 - Prob. 28PCh. 12.21 - Prob. 29PCh. 12.21 - Prob. 30PCh. 12.22 - Prob. 31PCh. 12.22 - Prob. 32PCh. 12 - Write structural formulas and give the IUPAC names...Ch. 12 - Prob. 34PCh. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - Acridine is a heterocyclic aromatic compound...Ch. 12 - Prob. 39PCh. 12 - Prob. 40PCh. 12 - Prob. 41PCh. 12 - Evaluate each of the following processes applied...Ch. 12 - Prob. 43PCh. 12 - Prob. 44PCh. 12 - Prob. 45PCh. 12 - Prob. 46PCh. 12 - Anthracene undergoes a DielsAlder reaction with...Ch. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - The relative rates of reaction of ethane, toluene,...Ch. 12 - Both 1,2-dihydronaphthalene and...Ch. 12 - Prob. 52PCh. 12 - Prob. 53PCh. 12 - Prob. 54PCh. 12 - Prob. 55PCh. 12 - Prob. 56PCh. 12 - Each of the following reactions has been described...Ch. 12 - Prob. 58PCh. 12 - A compound was obtained from a natural product and...Ch. 12 - Prob. 60PCh. 12 - Suggest reagents suitable for carrying out each of...Ch. 12 - Prob. 62PCh. 12 - Prob. 63DSPCh. 12 - Prob. 64DSPCh. 12 - Prob. 65DSPCh. 12 - Prob. 66DSP
Knowledge Booster
Background pattern image
Chemistry
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
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning