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4-Bromo-1-chloro-2-nitrobenzene

4-Bromo-1-chloro-2-nitrobenzene structure

CAS No:
16588-24-2
Formula:
C6H3BrClNO2
Chemical Name:
4-Bromo-1-chloro-2-nitrobenzene
Synonyms:
Benzene,4-bromo-1-chloro-2-nitro-;4-Bromo-1-chloro-2-nitrobenzene;1-Bromo-4-chloro-3-nitrobenzene;1-Chloro-4-bromo-2-nitrobenzene;4-Chloro-3-nitrobromobenzene;3-Bromo-6-chloronitrobenzene;5-Bromo-2-chloronitrobenzene;2-Chloro-5-bromonitrobenzene
Categories:
Organic Chemistry > Coordination Complexes

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4-Bromo-1-chloro-2-nitrobenzene Basic Attributes

Molecular Weight：

236.45

Exact Mass：

236.45

DSSTox ID：

DTXSID80355888

Characteristics

PSA：

45.8

XLogP3：

Density：

2.035 g/cm³ @ Temp: 16 °C

Melting Point：

70.8 °C

Boiling Point：

0°C

Flash Point：

0°C

Refractive Index：

1.619

Vapor Pressure：

0.00689mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

Marks：

Hazard note：

Irritant

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H302 (33.33%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

4-Bromo-1-chloro-2-nitrobenzene Use and Manufacturing

To a solution of 4-chloro-3-nitro-phenylamine (17.2 g, 0.1 mol) in 260 mL HBr (48percent) at 0°C was added dropwise NaN0To a solution of 4-chloro-3-nitro-phenylamine (17.2 g, 0.1 mol) in 260 mL HBr (48percent) at 0° C. was added dropwise NaNOGeneral procedure: A 25 mL round bottom flask equipped with Dimroth condenser (chilled to 10 C) was charged with nitroarenecarboxylic acid ArC02H (1.8 mmol), chloroisocyanurate, brominating agent and solvent (8 mL). The mixture was stirred and heated in an oil bath under fluorescent room light irradiation (FL). The cooled reaction mixture was filtered through short silica gel pad, washed with 1 M aq Na2S03, dried over Na2S04, filtered and concentrated in vacuo to obtain bromonitroarene ArBr. The obtained product contained between 1-5% of the corresponding chloronitroarene ArCl as a by-product. The results are presented in Table 2. Table 2. Bromodecarboxylation of nitroarenecarboxylic acids ArC02H aA mixture of 2-chloronitrobenzene (53 g, 0.34 mol), iron (1.5 g) and bromine (23 mL, 0.45 mol) is stirred at reflux under N2 for 20 hours. The reaction is concentrated and the residue is purified by flash chromatography on silica gel eluting with 10% EtO Ac-heptane. The appropriate fractions are EPO (a) (2-{4-Chloro-3-[2-(2-methoxy-phenyl)-ethylsulfamoyll-phenyl|-lH-indol-3-yl)-acetic acid;Step 1.; A mixture of 2-chloronitrobenzene (53 g, 0.34 mol), iron (1.5 g) and bromine (23 mL, 0.45 mol) is stirred at reflux under N2 for 20 hours. The reaction is concentrated and the residue is purified by flash chromatography on silica gel eluting with 10% EtO Ac-heptane. The appropriate fractions are concentrated, filtered, and rinsed with ethanol, and dried. The solid is recrystallized from ethanol to afford 5 -bromo-2-chloronitrobenzene (37.9 g). After storage of the mother liquors at O0C overnight, a second crop of product is isolated and dried to afford an additional 5 -bromo-2-chloronitrobenzene (7 g). MS: 235 (M+H); m.p. 65-670C.

Computed Properties

Molecular Weight:236.45
XLogP3:3
Hydrogen Bond Acceptor Count:2
Exact Mass:234.90357
Monoisotopic Mass:234.90357
Topological Polar Surface Area:45.8
Heavy Atom Count:11
Complexity:161
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of 4-Bromo-1-chloro-2-nitrobenzene

Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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4-Bromo-1-chloro-2-nitrobenzene

SDS

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