(a)
To show: The preparation of aniline by aromatic nitration, followed by reduction.
Interpretation: The preparation of aniline by aromatic nitration, followed by reduction is to be shown.
Concept introduction: Aniline is an
(b)
To show: The preparation of
Interpretation: The preparation of
Concept introduction: Para-bromoaniline is an aromatic compound with the formula
(c)
To show: The preparation of
Interpretation: The preparation of
Concept introduction: Mata-bromoaniline is an aromatic compound with the formula
(d)
To show: The preparation of
Interpretation: The preparation of
Concept introduction:
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Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
- Show how to prepare the following aromatic amines by aromatic nitration, followed by reduction. You may use benzene andtoluene as your aromatic starting materials. p-bromoanilinearrow_forwardSeveral additional amine syntheses are effectively limited to making primary amines. The reduction of azides and nitrocompounds and the Gabriel synthesis leave the carbon chain unchanged. Formation and reduction of a nitrile adds onecarbon atom. Show how these amine syntheses can be used for the following conversions.(a) allyl bromide S allylamine (b) ethylbenzene S p@ethylanilinearrow_forwardShow how to prepare the following aromatic amines by aromatic nitration, followed by reduction. You may use benzene andtoluene as your aromatic starting materials. c) m-bromoanilinearrow_forward
- Why do you wash the dichloromethane solution of your reductive amination product with sodium bicarbonate, rather than dilute aqueous HCl? a) Sodium bicarbonate is a good method of removing aldehydes from organic solvent.b) The amine product will be protonated by acid and remain in the aqueous layer as a salt.c) Sodium bicarbonate transfers the amine starting material into the aqueous layer.d) Sodium bicarbonate reacts with leftover NaBH(OAc)3 and removes it from the mixture.arrow_forwardSeveral additional amine syntheses are effectively limited to making primary amines. The reduction of azides and nitrocompounds and the Gabriel synthesis leave the carbon chain unchanged. Formation and reduction of a nitrile adds onecarbon atom. Show how these amine syntheses can be used for the following conversions. (c) 1@bromo@3@phenylheptane S 3@phenylheptan@1@amine (d) 1@bromo@3@phenylheptane S 4@phenyloctan@1@aminearrow_forwardWhat is the effect of acid on the solubility of amines that are water-insoluble based on aniline and N, N-dimethylaniline?arrow_forward
- Explain why a secondary amine forms a nitrosamine rather than a diazonium ion when it reacts with anitrosonium ion.arrow_forwardgive the results of the following compounds after reaction with nitrous acid test a. primary aliphatic amine b. secondary aliphatic amine c. tertiary aliphatic amine d. primary aromatic aminearrow_forwardThree of the following amines can be prepared by the Gabriel synthesis; three cannot. Write equations showing the successful applications of this method. (a) Butylamine (b) Isobutylamine (c) tert-Butylamine (d) 2-Phenylethylamine (e) N-Methylbenzylamine (f) Anilinearrow_forward
- The two most general amine syntheses are the reductive amination of carbonyl compounds and the reduction of amides.Show how these techniques can be used to accomplish the following syntheses.(a) benzoic acid S benzylamine (b) benzaldehyde S benzylamine(c) pyrrolidine S N@ethylpyrrolidine (d) cyclohexanone S N@cyclohexylpyrrolidine(e) HOOC¬(CH2)3 ¬COOH S pentane@1,5@diamine (cadaverine)arrow_forwardShow how to synthesize the following amines from the indicated starting materials below. Each of the final products may require several sequential steps. Draw the structure for each of the steps and show the reagents required.  Starting material Final product b) Benzene m-bromoaniline c) ethylbenzene p-ethylaniline + o-ethylaniline d) benzene p-bromoaniline + o-bromoanilinearrow_forwardRank the following amines based on basicity Rationalize the electronic effects responsible for the basicity of aminesarrow_forward
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