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ERIC Number: EJ939000
Record Type: Journal
Publication Date: 2011-Jul
Pages: 3
Abstractor: As Provided
Reference Count: 24
ISSN: ISSN-0021-9584
Electric Hindrance and Precursor Complexes in the Regiochemistry of Some Nitrations
Sanchez-Viesca, Francisco; Gomez, Maria Reina Gomez; Berros, Martha
Journal of Chemical Education, v88 n7 p944-946 Jul 2011
There are still gaps in the theory of supposedly well-known chemical reactions. For example, there is no explanation why there is a notorious preponderance of one of the expected isomers in some electrophilic aromatic substitutions. The preferred ortho orientation of acetyl nitrate has been used widely to obtain ortho nitro compounds; however, there is not causal explanation of this phenomenon. In this communication, an explanatory discussion is given to provide a complete theory on the regiochemistry of some of the mentioned reactions. To illustrate our theory, acetanilide, toluene, and anisole have been chosen as substrates in nitrations performed with nitric/sulfuric acid mixture and with acetyl nitrate. (Contains 4 schemes and 3 figures.)
Descriptors: Chemistry, Theories
Division of Chemical Education, Inc and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail:; Web site:
Publication Type: Journal Articles; Reports - Descriptive
Education Level: N/A
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A