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2-Methyl-4-nitroaniline

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2-Methyl-4-nitroaniline Basic information

Product Name:
2-Methyl-4-nitroaniline
Synonyms:
  • RedbaseRL
  • redrlbase
  • Sanyo Fast Red RL Base
  • Sanyo Fast Red Salt RL
  • sanyofastredrlbase
  • sanyofastredsaltrl
  • Spectrolene Red RL
  • spectroleneredrl
CAS:
99-52-5
MF:
C7H8N2O2
MW:
152.15
EINECS:
202-762-1
Product Categories:
  • Amines
  • Aromatics
  • Intermediates of Dyes and Pigments
  • Functional Materials
  • Organic Nonlinear Optical Materials
  • Miscellaneous Reagents
  • Aromatic Hydrocarbons (substituted) & Derivatives
  • bc0001
Mol File:
99-52-5.mol
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2-Methyl-4-nitroaniline Chemical Properties

Melting point:
130-132 °C(lit.)
Boiling point:
294.61°C (rough estimate)
Density 
1.1586
vapor pressure 
20.4hPa at 133.5℃
refractive index 
1.6276 (estimate)
Flash point:
157.2℃
storage temp. 
Store below +30°C.
solubility 
Dichloromethane, DMSO, Ethyl Acetate, Methanol
form 
Crystalline Powder or Fine Needles
pka
0.92±0.10(Predicted)
Colour Index 
37100
color 
Yellow to khaki or brownish
PH
7 (H2O)(aqueous suspension)
Water Solubility 
<0.1 g/100 mL at 22 ºC
BRN 
775772
LogP
1.311 at 25℃
CAS DataBase Reference
99-52-5(CAS DataBase Reference)
NIST Chemistry Reference
5-Nitro-2-aminotoluene(99-52-5)
EPA Substance Registry System
2-Methyl-4-nitroaniline (99-52-5)
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Safety Information

Hazard Codes 
T,N,Xi
Risk Statements 
23/24/25-33-51/53
Safety Statements 
28-36/37-45-61-28A
RIDADR 
UN 2660 6.1/PG 3
WGK Germany 
2
RTECS 
XU8210000
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29214300

MSDS

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2-Methyl-4-nitroaniline Usage And Synthesis

Description

2-Methyl-4-nitroaniline was used in preparing in-plane aligned nanofibers by the electrospinning technique. It was the starting reagent in the synthesis of 3-chloro-5-methylphenyl isocyanate. It was used to deposit polycrystalline thin films on Ag, Cu and Si by conventional and partially ionized beam deposition.

Reference

2. Seo, Kang, and C. Bonner. "Growth of organic thin films on Si (100) surfaces: 2-Methyl-4-Nitroaniline (MNA)." APS Southeastern Section Meeting APS Southeastern Section Meeting Abstracts, 2002.

Chemical Properties

Yellowneedle

Uses

A red azoic dye.

Uses

2-Methyl-4-nitroaniline was used in preparing in-plane aligned nanofibers by the electrospinning technique. It was the starting reagent in the synthesis of 3-chloro-5-methylphenyl isocyanate. It was used to deposit polycrystalline thin films on Ag, Cu and Si by conventional and partially ionized beam deposition.

Production Methods

N-Benzenesulfonyl-o-toluidine is dissolved in chlorobenzene at 40 – 50 ℃, and 62 % nitric acid is added gradually to give 5- nitro-N-benzenesulfonyl-o-toluidine, which is isolated and hydrolyzed in sulfuric acid to give 5-nitro-o-toluidine in 80 % yield.

General Description

Yellow needles or mustard yellow powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Methyl-4-nitroaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents.

Fire Hazard

Flash point data for 2-Methyl-4-nitroaniline are not available; however, 2-Methyl-4-nitroaniline is probably combustible.

Purification Methods

Crystallise the nitrotoluidine from EtOH. The acetyl and benzoyl derivatives have m 200o and 174o (EtOH) respectively. [Beilstein 12 IV 1809.]

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