Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 14, Problem 4Q
Interpretation Introduction
Interpretation:
The given compound thatis not aromatic is to be determined.
Concept introduction:
According to Huckel' rule, a compound is aromatic if it satisfies Huckel' rule, that is,
An aromatic compound is more stable than an anti-aromatic compound.
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Chapter 14 Solutions
Organic Chemistry
Ch. 14 - PRACTICE PROBLEM 14.1 Provide a name for each of...Ch. 14 - Prob. 2PPCh. 14 - Prob. 3PPCh. 14 - Practice Problem 14.4 Apply the polygon-and-circle...Ch. 14 - Practice Problem 14.5 Apply the polygon-and-circle...Ch. 14 - Practice Problem 14.6 1,3,5-Cycloheptatriene is...Ch. 14 - Prob. 7PPCh. 14 - Prob. 8PPCh. 14 - Practice Problem 14.9 In 1967 R. Breslow (of...Ch. 14 - Prob. 10PP
Ch. 14 - Practice Problem 14.11 In addition to a signal...Ch. 14 - PRACTICE PROBLEM 14.12
Azulene has an appreciable...Ch. 14 - Practice Problem 14.13 (a) The -Sh group is...Ch. 14 - Practice Problem 14.14
Explain how NMR...Ch. 14 - PRACTICE PROBLEM 14.15 Four benzenoid compounds,...Ch. 14 - Prob. 16PCh. 14 - Write structural formulas and give acceptable...Ch. 14 - Prob. 18PCh. 14 - Prob. 19PCh. 14 - Prob. 20PCh. 14 - Which of the hydrogen atoms shown below is more...Ch. 14 - 14.22 The rings below are joined by a double bond...Ch. 14 - Prob. 23PCh. 14 - 14.24 (a) In 1960 T. Katz (Columbia University)...Ch. 14 - Prob. 25PCh. 14 - Prob. 26PCh. 14 - 14.27 5-Chloro-1,3-cyclopentadiene (below)...Ch. 14 - Prob. 28PCh. 14 - Furan possesses less aromatic character than...Ch. 14 - 14.30 For each of the pairs below, predict...Ch. 14 - Assign structures to each of the compounds A, B,...Ch. 14 - Prob. 32PCh. 14 - Give a structure for compound F that is consistent...Ch. 14 - Prob. 34PCh. 14 - Prob. 35PCh. 14 - A compound (N) with the molecular formula C9H10O...Ch. 14 - The IR and 1H NMR spectra for compound X(C8H10)...Ch. 14 - Prob. 38PCh. 14 - Prob. 39PCh. 14 - 14.39 Given the following information, predict the...Ch. 14 - Consider these reactions: The intermediate A is a...Ch. 14 - Prob. 42PCh. 14 - Compound E has the spectral features given below....Ch. 14 - Draw all of the molecular orbitals for...Ch. 14 - Prob. 1LGPCh. 14 - Prob. 2LGPCh. 14 - 3. The NMR signals for the aromatic hydrogens of...Ch. 14 - Prob. 4LGPCh. 14 - Prob. 5LGPCh. 14 - Prob. 1QCh. 14 - Which is the correct name of the compound shown?...Ch. 14 - Prob. 3QCh. 14 - Prob. 4QCh. 14 - Give the structure of a compound with the formula...Ch. 14 - Prob. 6Q
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- ral compounds synthesized by flowers of the genus Chrysanthemum 15.81 Pyrethrins, such as jasmolin II (below), are a group of ne (known as pyrethrum flowers) to act as insecticides. (a) Circle and name the functional groups in jasmolin II. (b) What is the hybridization of the numbered carbons? (c) Which, if any, of the numbered carbons are chiral centers? CH3 CH2=CH-CH, 3. 4 CH-C-O-HC5 C-C-O-CH3 CH3-C H,C-C CH3arrow_forwardIs the following molecule/compound aromatic or not aromatic? Choose the correct answer (and motive) from options provided ( ZI O It has 10 T aelectrons, therefore aromatic It has 6 m electrons and satisfy Hückel's rule, therefore aromatic O is not aromatic because it has 10 m electrons and does not satisfy Huckel's rule for aromatic compounds O It has 8 mr electrons, and therefore aromaticarrow_forwardWhich statement concerning the substances below is correct? A) Compound I is non-aromatic. B) Compounds II and IV are aromatic. C) Compounds I and Ill are anti-aromatic. D) Compound II is anti-aromatic.arrow_forward
- Need detailed solution for given questionarrow_forwardThis structure is considered to have 'anti-aromatic character. Using the provided resonance structures, draw the curved electron-pushing arrows to show the interconversion between resonance hybrid contributors. Be sure to account for all bond-breaking and bond-making steps. Drawing Arrowes :0:arrow_forwardWhich one of the following statements from Chapter 8 and 18 is FALSE? O For a compound to be classified as aromatic, it must have an odd number of pairs of r-electrons and must be fully conjugated, cyclic and planar. O Inclusion of heteroatoms as part of the conjugated ring system renders the molecule to be considered non-aromatic. O Benzene is a six-membered ring where the r-electrons are equally shared across all six carbons in the ring and thus it possesses 36 kcal/mol of resonance stabilization energy. O All EAS reactions follow the same three mechanistic steps: (1) generate the electrophile, (2) capture the electrophile to give a carbocation intermediate, and (3) loss of a proton to regain aromaticity.arrow_forward
- Which one of the following statements from Chapter 8 and 18 is FALSE? O For a compound to be classified as aromatic, it must have an odd number of pairs of n-electrons and must be fully conjugated, cyclic and planar. O Inclusion of heteroatoms as part of the conjugated ring system renders the molecule to be considered non-aromatic. O Benzene is a six-membered ring where the n-electrons are equally shared across all six carbons in the ring and thus it possesses 36 kcal/mol of resonance stabilization energy. O The key reaction in Chapter 18 is the EAS reaction, which stands for electrophilic aromatic substitution. O All EAS reactions follow the same three mechanistic steps: (1) generate the electrophile, (2) capture the electrophile to give a carbocation intermediate, and (3) loss of a proton to regain aromaticity.arrow_forwardWhat is the main difference between an aromatic and an anti-aromatic compound? O None of these O Aromatic compounds must satisfy Hückel's rule. O Anti-aromatic compounds must have a conjugated system with a p orbital at every vertex. O Aromatic compounds must be cyclic and planar but not anti-aromatic compounds. O Aromatic compounds must be monocyclic.arrow_forwardPlease explain reasoning.arrow_forward
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