Show how m-toluidine can be converted tom-toluidineCH3 NH2the following compounds, using any necessary reagents.m-toluonitrile(a) CH3 C N CH3 CH2NH2m-methylbenzylamine(b)m-iodotolueneCH I 3 (c)m-cresol(d) CH3 OH3-methyl-4-nitroanilineCH3 NH2O2N(e)NHCH3N-cyclopentyl-m-toluidine

Show how m-toluidine can be converted tom-toluidineCH3 NH2the following compounds, using any necessary reagents.m-toluonitrile(a) CH3 C N CH3 CH2NH2m-methylbenzylamine(b)m-iodotolueneCH I 3 (c)m-cresol(d) CH3 OH3-methyl-4-nitroanilineCH3 NH2O2N(e)NHCH3N-cyclopentyl-m-toluidine

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

Chapter11: Ethers, Epoxides, And Sulfides

Section: Chapter Questions

Problem 11.26P: Acid-catalyzed hydrolysis of the following epoxide gives a trans diol. Of the two possible trans...

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

Show how m-toluidine can be converted to
m-toluidine
CH3 NH2
the following compounds, using any necessary reagents.
m-toluonitrile
(a) CH3 C N CH3 CH2NH2
m-methylbenzylamine
(b)
m-iodotoluene
CH I 3 (c)
m-cresol
(d) CH3 OH
3-methyl-4-nitroaniline
CH3 NH2
O2N
(e)
N
H
CH3
N-cyclopentyl-m-toluidine

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