X6-156. Arrange the following substituted anilines in increasing order of reactivity toward acetic anhydride:slloNH2ร้อเป็นNH2NH2ediNH2O₂N.(a)(b)----(c)(d)bundNO2CIH3C-N-CH3InsmiyX 6-157. Suggest a mechanism for the preparation of acetic anhydride from acetic acid and acetyl chloride in the presencepyridine (an amine base).

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6-156. Arrange the following substituted anilines in increasing order of reactivity toward acetic anhydride: NH2 NH2 NH2 NH2 O₂N. (a) (b) (င) (d) NO2 CI H3C-N CH3

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.46P

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Concept explainers

Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.

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X6-156. Arrange the following substituted anilines in increasing order of reactivity toward acetic anhydride:
sllo
NH2
ร้อเป็น
NH2
NH2
edi
NH2
O₂N.
(a)
(b)
----
(c)
(d)
bund
NO2
CI
H3C-N-CH3
Insmiy
X 6-157. Suggest a mechanism for the preparation of acetic anhydride from acetic acid and acetyl chloride in the presence
pyridine (an amine base).

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