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Introducing the Concept of Green Synthesis in the Undergraduate Laboratory: Two-Step Synthesis of 4-Bromoacetanilide from Aniline

Biswas, Ratul and Mukherjee, Anuradha (2017) Introducing the Concept of Green Synthesis in the Undergraduate Laboratory: Two-Step Synthesis of 4-Bromoacetanilide from Aniline. In: JOURNAL OF CHEMICAL EDUCATION, 94 (9). pp. 1391-1394.

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Official URL: http://doi.org/10.1021/acs.jchemed.6b00749

Abstract

Incorporation of green chemistry techniques in undergraduate (UG) laboratories has a great demand. The challenge is to select and modify the known fundamental reactions in a greener way to implement into UG laboratories. A practical, two-step synthesis of 4-bromoacetanilide from aniline through a greener approach is described. Design of the synthetic route is based on the fundamental concepts of green chemistry. It can be adapted in most of the UG laboratories, including those with limited facilities. In the first step, aniline is converted to acetanilide using Zn dust/Fe powder acetic acid instead of conventional acetic anhydride. In the second step, acetanilide is brominated using ceric ammonium nitrate-KBr combination in ethanolic aqueous medium instead of bromine. The overall concept of modification could be useful to teach students about the concept of green chemistry, functional group protection, aromatic electrophilic substitution, and laboratory techniques purification, and product analysis.

Item Type: Journal Article
Additional Information: Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: ?? OD-UGP ??
Depositing User: Id for Latest eprints
Date Deposited: 21 Oct 2017 06:17
Last Modified: 21 Oct 2017 06:17
URI: http://eprints.iisc.ac.in/id/eprint/58070

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