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. Author manuscript; available in PMC: 2006 Sep 22.
Published in final edited form as: Chem Rev. 2004 Jul;104(7):3315–3340. doi: 10.1021/cr030450k

Table 1.

Preparations of Substituted Nitrosobenzenes from Ferric Chloride Oxidation of the Corresponding Hydroxylamines

substituent ref substituent ref substituent ref substituent ref
2-Cl 213 3-Me 213, 214, 221 4-CO2Me 216 2,3-di-Me 221
2-Br 213 3-Et 213 4-CH=C(CN)2 216 2,4-di-Me 221
2-I 158, 213 3-CH=CHCO2Et 214 4-C(Ph)=C(CN)2 216 2,5-di-Me 213, 221
2-Me 158, 213 4-F 213, 214 4-tert-Bu 166 2,6-di-Me 213, 222a
2-Et 213 4-Cl 158, 213, 214 2,4-di-Cl 217a 3,4-di-Me 74, 214, 221
2-Ph 158 4-Br 160, 213, 214 2,5-di-Cl 218a 3,5-di-Me 213, 214, 222
3-F 214 4-I 158, 213, 214 3,4-di-Cl 219a 2,4,5-tri-Me 163
3-Cl 213, 214 4-NO2 216 3,5-di-Cl 220 2,4,6-tri-Me 159, 213, 223
3-Br 213, 214 4-CN 216 2,4,6-tri-Cl 158, 159
3-I 158, 213, 214 4-Me 158, 213–215a 3,5-di-Cl-4-I 158
a

Oxidation using acidified dichromate.