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Nitrochlorobenzene is typically synthesized by nitration of chlorobenzene in the presence of sulfuric acid: C 6 H 5 Cl + HNO 3 → O 2 NC 6 H 4 Cl + H 2 O. This reaction affords a mixture of isomers. Using an acid ratio of 30/56/14, the product mix is typically 34-36% 2-nitrochlorobenzene and 63-65% 4-nitrochlorobenzene, with only about 1% 3 ...
Nitrochlorobenzene is typically synthesized by nitration of chlorobenzene in the presence of sulfuric acid: . C 6 H 5 Cl + HNO 3 → O 2 NC 6 H 4 Cl + H 2 O. This reaction affords a mixture of isomers.
[1] 1,4-Dichloro-2-nitrobenzene is an organic compound with the formula C 6 H 3 Cl 2 NO 2. One of several isomers of dichloronitrobenzene, it is a yellow solid that is insoluble in water. It is produced by nitration of 1,4-dichlorobenzene. It is a precursor to many derivatives of commercial interest. Hydrogenation gives 1,4-dichloroaniline.
The U.S. National Institute for Occupational Safety and Health considers 4-nitrochlorobenzene as a potential occupational carcinogen. [7] The Occupational Safety and Health Administration set a permissible exposure limit of 1 mg/m 3 The American Conference of Governmental Industrial Hygienists recommends an airborne exposure limit of 0.64 mg/m 3 over a time-weighted average of eight hours.
The phrase ipso nitration was first used by Perrin and Skinner in 1971, in an investigation into chloroanisole nitration. [18] In one protocol, 4-chloro- n -butylbenzene is reacted with sodium nitrite in t -butanol in the presence of 0.5 mol% Pd 2 (dba) 3 , a biarylphosphine ligand and a phase-transfer catalyst to provide 4-nitro- n -butylbenzene.
In the so-called Ter Meer reaction (1876) named after Edmund ter Meer, [14] the reactant is a 1,1-halonitroalkane: The reaction mechanism is proposed in which in the first slow step a proton is abstracted from nitroalkane 1 to a carbanion 2 followed by protonation to an aci-nitro 3 and finally nucleophilic displacement of chlorine based on an ...
1,2-Dichloro-4-nitrobenzene is an organic compound with the formula 1,2-Cl 2 C 6 H 3-4-NO 2. This pale yellow solid is related to 1,2-dichlorobenzene by the replacement of one H atom with a nitro functional group. This compound is an intermediate in the synthesis of agrochemicals.
Other methods afford the compound less efficiently include the chlorination of 1,3-dinitrobenzene, nitration of o-nitrochlorobenzene and the dinitration of chlorobenzene. [3] By virtue of the two nitro substituents, the chloride in DNCB is particularly susceptible to nucleophilic substitution, at least relative to simple chlorobenzene. In this ...