3-Chloro-4-nitrotoluene Chemical Properties

Melting point:

24-28 °C (lit.)

Boiling point:

219 °C (lit.)

Density 

1.3246 (rough estimate)

refractive index 

n20/D 1.564(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid After Melting

color 

Clear yellow

InChI

InChI=1S/C7H6ClNO2/c1-5-2-3-7(9(10)11)6(8)4-5/h2-4H,1H3

InChIKey

KGSQRFPDZCBVBS-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

38939-88-7(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 2-chloro-4-methyl-1-nitro-(38939-88-7)

Safety Information

Hazard Codes 

Xn,Xi,N

Risk Statements 

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

Safety Statements 

36/37/39-26-61-24/25

RIDADR 

UN 3457 6.1/PG 3

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29049090

MSDS

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

3-Chloro-4-nitrotoluene Usage And Synthesis

Chemical Properties

clear yellow liquid after melting

Uses

3-Chloro-4-nitrotoluene is used in the synthesis of quinoxaline derivatives in the development of a positron emission tomography radiotracer for the imaging of N-Methyl-D-aspartate receptor (NMDAR).

Synthesis

To a Silak reaction tube equipped with a magnetic stirrer were sequentially added 6.2 mg of silver sulfate (Ag2SO4), 36.3 mg of copper acetate (Cu(OAc)2), 12.5 mg of 2,9-dimethyl-1,10-o-phenanthroline (as a ligand), 36.2 mg of 5-methyl-2-nitrobenzoic acid (as a substrate) and 17.5 mg of sodium chloride (NaCl) in 4 mL of dimethyl sulfoxide (DMSO). The reaction mixture was heated and stirred in an oil bath at 160 °C for 24 h under oxygen (O2) atmosphere. Upon completion of the reaction, the reaction was quenched by the addition of an appropriate amount of distilled water, followed by three extractions with ethyl acetate (10 mL each). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 14.8 mg of 3-chloro-4-nitrotoluene (target product) in 43% yield.

References

[1] Patent: CN107325002, 2017, A. Location in patent: Paragraph 0118
[2] Journal of Organic Chemistry, 2016, vol. 81, # 7, p. 2794 - 2803

3-Chloro-4-nitrotoluene(38939-88-7)Related Product Information

• 2-Nitrotoluene
• 4-Nitrotoluene-2-sulfonic Acid
• Epichlorohydrin
• 4-Nitrotoluene
• 3-Nitrotoluene
• 2,4,6-Trinitrotoluene
• Difluorochloromethane
• Chloroacetic acid
• 5-CHLORO-2,4-DINITROTOLUENE
• 3-Chloro-4-nitrobenzoic acid
• 5-CHLORO-2,4-DINITROBENZOIC ACID
• 2,3-Dichloro-6-trifluoromethyl-4-nitrotoluene
• 3-CHLORO-4-NITROBENZOTRIFLUORIDE
• 4-Chloro-5-nitrophthalimide
• 2-Chloro-6-methyl-3-nitrophenol
• 4,5-DICHLORO-2-NITROTOLUENE
• α-Chloro-m-nitrotoluene,a-Chloro-3-nitrotoluene,ALPHA-CHLORO-3-NITROTOLUENE,ALPHA-CHLORO-M-NITROTOLUENE,A-CHLORO-M-NITROTOLUENE
• p-Chloro-o-nitrotoluene,4-CHLORO-2-NITROTOLUENE