4-NITROANILINE HYDROCHLORIDE Chemical Properties

Melting point:

145-146 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

color 

Light yellow to Amber to Dark green

EPA Substance Registry System

Benzenamine, 4-nitro-, monohydrochloride (15873-51-5)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

2921.42.9000

4-NITROANILINE HYDROCHLORIDE Usage And Synthesis

Synthesis

GENERAL METHOD: To a 0.6 mL THF solution of the nitro compound (2 mmol) was added Fe(acac)3 (10 mol%, 70 mg) and TMDS (1.5 eq., equivalent to tris-Si-H, 0.53 mL). The reaction mixture was heated under constant stirring for 24 hours (unless otherwise stated). Upon completion of the reaction, the reaction mixture was diluted with a minimal amount of Et2O. Subsequently, a solution of Et2O with HCl (2 equivalents) was added dropwise. After precipitate generation was observed, stirring was continued for 5 minutes and then filtered. The precipitate was washed several times with Et2O and dried to give 4-nitroaniline hydrochloride.

References

[1] Tetrahedron, 2011, vol. 67, # 10, p. 1971 - 1976
[2] Journal of Organic Chemistry, 2009, vol. 74, # 18, p. 6960 - 6964

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