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15. Is the following aromatic or not aromatic? Motivate with the Huckel's rule :0:

Pushing Electrons

4th Edition

ISBN:9781133951889

Author:Weeks, Daniel P.

Publisher:Weeks, Daniel P.

Chapter3: Mechanisms

Section: Chapter Questions

Problem 45EQ

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3) In the mid-1930s, the German theoretical chemist Erich Hückel developed a rule that dealt with the aromaticity of various compounds, which became known as the Hückel Rule. Which (parts) of the compounds listed below are aromatic? Justify your answer based on Hückel's rule. You can treat the rings separately or together as you wish.
1, 6-Methanonaphthalene has an interesting 1H NMR spectrum in which the eight hydrogens around the perimeter absorb at 6.9 to 7.3 Î´, while the two CH2 protons absorb at -0.5 Î´. Tell whether it is aromatic, and explain its NMR spectrum.
Is this molecule aromatic? Why doesn't the pi bond in the benzene ring on the left side not count torward aromaticity?
Naphthalene is a white volatile, solid polycyclic hydrocarbon used in moth and repellents. Looking at the structure of naphthalene given below, determine if it is aromatic or not. Explain the reasons for your answer?
Aromatic compounds also known as arenes or aromatic are chemical compounds that contain conjugated planar ring system with delocalized pi electron clouds instead of discrete alternating single and double bond. One of the precursor to produce aromatic compounds is arenediazonium.Critize this statement
Four isomers A-D with the formula C5H12O exhibit different reactivity patterns as indicated below. Isomer A reacts with PCC and CrO3 to provide identical products. Isomer B reacts with PCC and CrO3 to provide different products. Isomers C and D do not react with either PCC or CrO3. Isomers A, B, and C readily react with NaH but D does not show any reactivity with NaH. The 1H NMR splitting patterns for these isomers are as follows. Isomer A: δ 0.91 (d, 3H), 0.90 (d, 3H), 1.18 (d, 3H), 1.92 (dqq, 1H), 3.38 (dq, 1H), 3.58 (bs, 1H). Isomer B: δ 1.25 (s, 9H), 3.45 (s, 2H), 3.65 (bs, 1H). Isomer C: δ 0.90 (t, 3H), 1.44 (q, 2H), 1.24 (s, 6H), 3.65 (bs, 1H). Isomer D: δ 1.10 (t, 3H), 1.13 (d, 6H), 3.19 (septet, 1H), 3.50 (q, 2H). Based on all of this information, provide the structures of A-D. (Note: If there is a chiral center on any of these molecules, assume the stereochemistry as “R”. dqq=doublet of a quartet of a quartet, bs=broad singlet)
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Prove the aromaticity of the molecules given below by discussing them.
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