| Identification | More |  [Name]
  3-Methyl-4-nitroaniline |  [CAS]
  611-05-2 |  [Synonyms]
  3-Amino-6-nitrotoluene 3-METHYL-4-NITROANILINE 3-METHYL-4-NITROBENZENEAMINE 3-METHYL-4-NITRO-PHENYLAMINE 4-AMINO-3-METHYL-4-NITROBENZENE 4-nitro-3-methylaniline 4-NITRO-M-TOLUIDINE 5-AMINO-2-NITROTOLUENE 3-Amino-6-nitrotoluene~4-Nitro-m-toluidine 3-METHYL-4-NITROANILINE/3-AMINO-6-NITROTOLUENE 3-METHYL-4-NITROANILINE 99% BENZENAMINE,3-METHYL-4-NITRO |  [EINECS(EC#)]
  210-247-8 |  [Molecular Formula]
  C7H8N2O2 |  [MDL Number]
  MFCD00091833 |  [Molecular Weight]
  152.15 |  [MOL File]
  611-05-2.mol |  
 | Chemical Properties | Back Directory |  [Appearance]
  Brown Crystalline Solid |  [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 |  [pka]
  1.12±0.10(Predicted) |  [color ]
  Brown Crystalline |  [BRN ]
  2209112 |  [CAS DataBase Reference]
  611-05-2(CAS DataBase Reference) |  
 | Safety Data | Back Directory |  [Hazard Codes ]
  T |  [Risk Statements ]
  R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . R33:Danger of cumulative effects. R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . |  [Safety Statements ]
  S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . S36/37:Wear suitable protective clothing and gloves . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S61:Avoid release to the environment. Refer to special instructions safety data sheet . |  [RIDADR ]
  2660 |  [HazardClass ]
  6.1 |  [PackingGroup ]
  III |  [HS Code ]
  2921420090 |  
 | Hazard Information | Back Directory |  [Chemical Properties]
  Brown Crystalline Solid |  [Uses]
  3-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]
 
 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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