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Introducing the Concept of Green Synthesis in the Undergraduate Laboratory: Two-Step Synthesis of 4-Bromoacetanilide from Aniline
- Source :
- Journal of Chemical Education. 94:1391-1394
- Publication Year :
- 2017
- Publisher :
- American Chemical Society (ACS), 2017.
-
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 such as reaction setup, isolation, purifi...
- Subjects :
- Green chemistry
010405 organic chemistry
05 social sciences
Two step
050301 education
General Chemistry
01 natural sciences
0104 chemical sciences
Education
Bromoacetanilide
Electrophilic substitution
chemistry.chemical_compound
Acetic anhydride
Qualitative analysis
Aniline
chemistry
Organic chemistry
0503 education
Acetanilide
Subjects
Details
- ISSN :
- 19381328 and 00219584
- Volume :
- 94
- Database :
- OpenAIRE
- Journal :
- Journal of Chemical Education
- Accession number :
- edsair.doi...........5390b8b23036e0f04c600171796a871c