4-Chloro-3-nitrotoluene Chemical Properties

Melting point:

7 °C(lit.)

Boiling point:

260 °C745 mm Hg(lit.)

Density 

1.297 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.558(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Light yellow to Yellow to Orange

BRN 

511055

InChIKey

NWESJZZPAJGHRZ-UHFFFAOYSA-N

CAS DataBase Reference

89-60-1(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-chloro-4-methyl-2-nitro-(89-60-1)

EPA Substance Registry System

Benzene, 1-chloro-4-methyl-2-nitro- (89-60-1)

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

22-36/37/38-20/21/22-52/53-51/53-36/38-33

Safety Statements 

36/37/39-26-61-57-36/37-23-9

RIDADR 

UN 2433 6.1/PG 3

WGK Germany 

3

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29049085

MSDS

• Language:English Provider:4-Chloro-3-nitrotoluene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Chloro-3-nitrotoluene Usage And Synthesis

Chemical Properties

CLEAR YELLOW LIQUID

Uses

4-Chloro-3-nitrotoluene is used in the synthesis of quinazoline-2,4(1H,3H)-dione derivatives as PARP-2 selective inhibitors.

Uses

4-Chloro-3-nitrotoluene was used in the synthesis of 4-(2-hydroxyethylamino)-3-nitrotoluene.

Synthesis Reference(s)

The Journal of Organic Chemistry, 42, p. 2426, 1977 DOI: 10.1021/jo00434a017

General Description

Vibrational spectral analysis of 4-chloro-3-nitrotoluene has been studied using Raman and IR spectroscopy.

Synthesis

General procedure for the synthesis of 1-chloro-4-methyl-2-nitrobenzene from 4-methyl-2-nitrobenzoic acid: 6.2 mg of silver sulfate, 36.3 mg of copper acetate, 12.5 mg of 2,9-dimethyl-1,10-o-phenanthroline, 36.2 mg of 4-methyl-2-nitrobenzoic acid, and 17.5 mg of sodium chloride were added sequentially to a Silak reactor tube fitted with a magnetic stirrer. NaCl, followed by the addition of 4 mL of dimethyl sulfoxide as solvent. The reaction mixture was heated and stirred at 160 °C for 24 hours under an oxygen atmosphere. Upon completion of the reaction, the reaction was quenched by the addition of appropriate amount of distilled water and extracted three times with ethyl acetate (10 mL each time). The organic phases were combined and concentrated under reduced pressure to give 17.5 mg of 1-chloro-4-methyl-2-nitrobenzene in 51% yield.

References

[1] Patent: CN107325002, 2017, A. Location in patent: Paragraph 0091
[2] Organic and Biomolecular Chemistry, 2018, vol. 16, # 30, p. 5416 - 5421
[3] Journal of Organic Chemistry, 2016, vol. 81, # 7, p. 2794 - 2803

4-Chloro-3-nitrotoluene(89-60-1)Related Product Information

• 4-Nitrotoluene-2-sulfonic Acid
• Epichlorohydrin
• Benzyl chloride
• 4-Nitrotoluene
• DINITROTOLUENE
• 2-Nitrotoluene
• 3-Nitrotoluene
• 2-(4-Chloro-3-nitrobenzoyl)benzoic acid
• 4-CHLORO-3-NITROBENZYL ALCOHOL
• 4-Chloro-3-nitrobenzoic acid
• 4-CHLORO-3-NITROBENZOPHENONE
• 4-Chloro-3-nitrobenzaldehyde
• Methyl 4-chloro-3-nitrobenzoate
• 4-Chloro-3,5-dinitrobenzoic acid
• α,α,α-trifluoro-4-chloro-3-nitrotoluen
• 4-Chloro-3-nitrobenzonitrile
• 2,4-Dichloro-5-nitrobenzotrifluoride
• 2,4,6-Trinitrotoluene