3-Methyl-4-nitroaniline

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CAS:611-05-2
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3-Methyl-4-nitroaniline Basic information
Product Name:3-Methyl-4-nitroaniline
Synonyms:3-METHYL-4-NITRO-PHENYLAMINE;3-METHYL-4-NITROBENZENEAMINE;3-METHYL-4-NITROANILINE;3-Amino-6-nitrotoluene;5-AMINO-2-NITROTOLUENE;4-AMINO-3-METHYL-4-NITROBENZENE;4-NITRO-M-TOLUIDINE;4-nitro-3-methylaniline
CAS:611-05-2
MF:C7H8N2O2
MW:152.15
EINECS:210-247-8
Product Categories:Aromatics Compounds;Functional Materials;Organic Nonlinear Optical Materials;Aromatics
Mol File:611-05-2.mol
3-Methyl-4-nitroaniline Structure
3-Methyl-4-nitroaniline Chemical Properties
Melting point 136-137°C
Boiling point 330.0±22.0 °C(Predicted)
density 1.269±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Methanol
form Solid
pka1.12±0.10(Predicted)
color Brown Crystalline
BRN 2209112
CAS DataBase Reference611-05-2(CAS DataBase Reference)
Safety Information
Hazard Codes T
Risk Statements 23/24/25-33-51/53
Safety Statements 28-36/37-45-61
RIDADR 2660
HazardClass 6.1
PackingGroup III
HS Code 2921420090
MSDS Information
ProviderLanguage
3-Amino-6-nitrotoluene English
ALFA English
3-Methyl-4-nitroaniline Usage And Synthesis
Chemical PropertiesBrown Crystalline Solid
Uses3-Methyl-4-nitrobenzeneamine (cas# 611-05-2) is a compound useful in organic synthesis.
Synthesis Reference(s)Synthetic Communications, 18, p. 2161, 1988 DOI: 10.1080/00397918808068287
Synthesis
3-METHYL-4-NITROBENZAMIDE

99584-85-7

3-Methyl-4-nitroaniline

611-05-2

General procedure for the synthesis of 3-methyl-4-nitroaniline (20-2) from 3-methyl-4-nitrobenzamide (20-1, 40 g, 222 mmol): 20-1 was dissolved in 400 mL of methanol/water (v/v=1/1) mixed solvent and cooled to 0 °C. Subsequently, sodium hydroxide (35.6 g, 888 mmol) was added to the solution and stirred for 0.5 hours. Sodium hypochlorite solution (380 g, 556 mmol) was added slowly and dropwise at 0°C. The reaction mixture was gradually warmed up to room temperature (20°C) and stirring was continued for 18 hours. After that, the mixture was further warmed up to 35°C and stirred for 1 hour, then warmed up to 75°C and stirred for 0.5 hours. After completion of the reaction, the mixture was cooled to room temperature. The pH was adjusted to 6.0 with hydrochloric acid, at which time a brown precipitate was produced. The precipitate was collected by filtration and washed twice with 200 mL of water to give the final 20-2 (29 g, 86% yield) as a tan powder.

References[1] Patent: US9138427, 2015, B2. Location in patent: Page/Page column 297
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