2-Chloro-5-nitro-benzamine Chemical Properties

Melting point:

118-120 °C(lit.)

Boiling point:

200°C (rough estimate)

Density 

1.5610 (rough estimate)

refractive index 

1.5870 (estimate)

Flash point:

191°C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder to crystal

pka

0.60±0.10(Predicted)

color 

Light yellow to Amber to Dark green

BRN 

2208878

InChI

InChI=1S/C6H5ClN2O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,8H2

InChIKey

KWIXNFOTNVKIGM-UHFFFAOYSA-N

SMILES

C1(N)=CC([N+]([O-])=O)=CC=C1Cl

CAS DataBase Reference

6283-25-6(CAS DataBase Reference)

NIST Chemistry Reference

Benzenamine, 2-chloro-5-nitro-(6283-25-6)

EPA Substance Registry System

2-Chloro-5-nitroaniline (6283-25-6)

Safety Information

Hazard Codes 

T+,N

Risk Statements 

26/27/28-33-51/53-50/53

Safety Statements 

28-36/37-45-61-28A-60-13

RIDADR 

UN 2237 6.1/PG 3

WGK Germany 

3

RTECS 

BX1500000

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29215900

Hazardous Substances Data

6283-25-6(Hazardous Substances Data)

MSDS

• Language:English Provider:2-Chloro-5-nitro-benzamine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Chloro-5-nitro-benzamine Usage And Synthesis

Chemical Properties

yellow powder

Uses

2-Chloro-5-nitroaniline is a chemical reagent used in the synthesis anti-inflammatory 1,1-dioxido propenone derivatives.

Synthesis

General procedure: Catalyst 1 (10 mol%), 2-bromo-5-nitroaniline (1.0 mmol), tetramethylammonium chloride (Me4NCl, 2.0 mmol) and ethanol (EtOH, 2.0 mL) were sequentially added to the Schlenk tube under nitrogen protection. The Schlenk tube was sealed using a polytetrafluoroethylene (Teflon) valve and the reaction mixture was stirred at 100 °C for the reaction time referred to in Table 2 (the reaction process was monitored by gas chromatography (GC)). Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 10/1) to give 2-chloro-5-nitroaniline. The product yield was determined by high-resolution gas chromatography-mass spectrometry (GC-MS) analysis, and the structure was confirmed by comparing its physical properties and spectral data with known compounds.

References

[1] Applied Catalysis A: General, 2014, vol. 472, p. 178 - 183

2-Chloro-5-nitro-benzamine(6283-25-6)Related Product Information

• 2,5-DICHLORO-4-NITROANILINE
• 3-Chloro-2-nitroaniline
• 2,4-Dichloro-3,5-dinitrobenzotrifluoride
• 2-Chloro-4-nitroaniline
• N1-ISOPROPYL-4-CHLORO-2-NITROANILINE
• 4-Chloro-2-nitroaniline
• Niclosamide ethanolamine salt
• 2,4-DICHLORO-3,5-DINITROBENZOIC ACID
• 5-CHLORO-2,4-DINITROTOLUENE
• 2-Chloro-5-nitro-benzamine
• 2-Chloro-3,5-dinitrobenzoic acid
• 1,3-Dichloro-4,6-dinitrobenzene
• 2-CHLORO-5-NITRO-N-HYDROXYETHYL P-PHENYLENEDIAMINE
• 1,3-DICHLORO-2,4,6-TRINITROBENZENE
• 2-CHLORO-5-NITROPHENYL ISOCYANATE
• 1,3,5-trichloro-2,4-dinitrobenzene
• 2-Chloro-3,5-dinitrobenzotrifluoride
• 2,4-Dinitrochlorobenzene