4-IODO-3-NITROTOLUENE Chemical Properties

Melting point:

53-56 °C(lit.)

Boiling point:

111°C 1mm

Density 

1.8886 (estimate)

Flash point:

110 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

Glistening Powder

color 

Orange-brown

CAS DataBase Reference

5326-39-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-36/37/39-22

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29049090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

4-IODO-3-NITROTOLUENE Usage And Synthesis

Chemical Properties

orange-brown glistening powder

Uses

4-Iodo-3-nitrotoluene may be used in the preparation of:

• 3-cyano-4-iodotoluene
• 4,6′-dimethyl-2 ,2′-dinitrobiphenyl
• bis(2-nitro-4-methylphenyl) sulfide

General Description

4-Iodo-3-nitrotoluene can be prepared from 4-amino-3-nitrotoluene according to the procedure described by Carlin and Foltz.

Synthesis

General procedure for the synthesis of 4-iodo-3-nitrotoluene from 4-methyl-2-nitrobenzoic acid: To a Silak reaction tube equipped with a magnetic stirrer, 6.2 mg of silver sulfate (Ag2SO4), 21.8 mg of copper acetate (Cu(OAc)2), 12.5 mg of 2,9-dimethyl-1,10-o-phenanthroline (as a ligand), 36.2 mg 4 -methyl-2-nitrobenzoic acid (as raw material) and 45 mg of sodium iodide (NaI), dissolved in 4 mL of dimethyl sulfoxide (DMSO). The reaction mixture was heated to 160°C under oxygen atmosphere and the reaction was stirred for 24 hours. Upon completion of the reaction, the reaction was quenched by the addition 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 27.9 mg of 4-iodo-3-nitrotoluene (target product) in 53% yield.

References

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

4-IODO-3-NITROTOLUENE(5326-39-6)Related Product Information

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