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4-Methyl-3-nitroaniline
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Name

4-Methyl-3-nitroaniline

 EINECS 204-314-0
CAS No. 119-32-4 Density 1.269 g/cm3
PSA 71.84000 LogP 2.58980
Solubility N/A Melting Point 74-78 °C
Formula C7H8N2O2 Boiling Point 306.1 °C at 760 mmHg
Molecular Weight 154.169 Flash Point 138.9 °C
Transport Information UN 2660 6.1/PG 3 Appearance orange crystalline solid
Safety 28-36/37-45-61-28A Risk Codes 23/24/25-33-51/53
Molecular Structure Molecular Structure of 119-32-4 (4-Methyl-3-nitroaniline) Hazard Symbols ToxicT,DangerousN,IrritantXi
Synonyms

p-Toluidine,3-nitro- (8CI);1-Amino-3-nitro-4-methylbenzene;2-Nitro-4-aminotoluene;3-Nitro-4-methylaniline;3-Nitro-4-toluidine;3-Nitro-p-toluidine;4-Amino-2-nitrotoluene;4-Methyl-3-nitrobenzenamine;4-Methyl-3-nitrophenylamine;5-Nitro-4-toluidine;NSC 7731;m-Nitro-p-toluidine;

Article Data 57

4-Methyl-3-nitroaniline Synthetic route

121-14-2

2,4-dinitrotoluene

119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
With hydrogen; montmorillonitesilylaminepalladium(II) In ethanol for 0.166667h; Ambient temperature;98%
With formic acid; triethylamine; palladium on activated charcoal at 100℃; for 1h;92%
With hydrazine hydrate at 90℃; for 16h;92%
106-49-0

p-toluidine

119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
With sulfuric acid; nitric acid95%
With sodium nitrate; sulfuric acid at 0 - 5℃; for 3h;93%
Stage #1: p-toluidine With sulfuric acid; uronium nitrate at 0 - 10℃; for 0.5h;
Stage #2: With sodium hydroxide pH=~ 12;		88%
121-14-2

2,4-dinitrotoluene

A

95-80-7

4-methylbenzene-1,3-diamine

B

119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
With carbon monoxide; hydrogen sulfide; iron(III) oxide at 325℃; for 17.5h; Product distribution; Mechanism;A 94.8%
B 5.12%
121-14-2

2,4-dinitrotoluene

A

119-32-4

4-Methyl-3-nitroanilin

B

99-55-8

2-methyl-5-nitroaniline

Conditions
ConditionsYield
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 4h;A 88%
B 10%
With baker's yeast In ethanol; water at 32℃; for 96h;A 22%
B 22%
With ammonium sulfide; ethanol
6390-24-5

toluene-4-sulfonic acid-(4-methyl-3-nitro-anilide)

119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
With perchloric acid; acetic acid for 1h; Heating;70%
121-14-2

2,4-dinitrotoluene

A

119-32-4

4-Methyl-3-nitroanilin

B

5679-89-0

2,2'-Dinitro-4,4'-azoxytoluene

Conditions
ConditionsYield
With pyridine; hydrogen sulfide
643-43-6

(2,4-dinitro-phenyl)-acetic acid

119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
With sodium polysulfide
43192-03-6

4-hydroxylamino-2-nitrotoluene

119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
With sodium hydrogensulfide
With sodium sulfide; sodium 2-mercaptoacetate In aq. phosphate buffer at 40℃; for 0.25h; pH=9;
2719-14-4

4-acetylamino-2-nitrotoluene

119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
With hydrogenchloride Hydrogenation;
106-49-0

p-toluidine

A

119-32-4

4-Methyl-3-nitroanilin

B

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With sulfuric acid; nitric acid wendet man viel Schwefelsaeure an, so entsteht nur 2-Nitro-4-amino-toluol;
With sulfuric acid; nitric acid

4-Methyl-3-nitroaniline Chemical Properties

Product Name: 4-Methyl-3-nitroaniline (CAS NO.119-32-4)

Molecular Formula: C7H8N2O2
Molar mass: 152.15062g/mol
Density: 1.269 g/cm3                                  
Flash Point: 138.9 °C                     
Boiling Point: 306.1 °C at 760 mmHg 
Index of Refraction: 1.615 
Vapour Pressure: 0.000788 mmHg at 25°C            
Melting point: 74-78°C
Index of Refraction: 1.615  Molar Refractivity: 41.85 cm3 
Molar Volume: 119.8 cm3 
XLogP3-AA: 1.7
H-Bond Donor: 1
H-Bond Acceptor: 3
Structure Descriptors of 4-Methyl-3-nitroaniline (CAS NO.119-32-4):
  IUPAC Name: 4-methyl-3-nitroaniline
  Canonical SMILES: CC1=C(C=C(C=C1)N)[N+](=O)[O-]
  InChI: InChI=1S/C7H8N2O2/c1-5-2-3-6(8)4-7(5)9(10)11/h2-4H,8H2,1H3 
  InChIKey: GDIIPKWHAQGCJF-UHFFFAOYSA-N
Product Categories: Intermediates of Dyes and Pigments; Anilines, Aromatic Amines and Nitro Compounds; Aromatics Compounds; Aromatics

4-Methyl-3-nitroaniline Uses

 4-Methyl-3-nitroaniline (CAS NO.119-32-4) can be used as intermediates in organic synthesis.

4-Methyl-3-nitroaniline Toxicity Data With Reference

1.    

orl-rat LD50:6860 mg/kg

     28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,133.
2.    

ivn-mus LD50:180 mg/kg

     CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#04522 .
3.    

orl-bwd LD50:3 mg/kg

     TXAPA9    Toxicology and Applied Pharmacology. 21 (1972),315.

4-Methyl-3-nitroaniline Consensus Reports

Reported in EPA TSCA Inventory.

4-Methyl-3-nitroaniline Safety Profile

Poison by ingestion and intravenous routes. Combustible when exposed to heat or flame. To fight fire, use CO2, spray, foam. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS.
Safety Information of 4-Methyl-3-nitroaniline (CAS NO.119-32-4):
Hazard Codes:T,N,Xi
Risk Statements:
23:  Toxic by inhalation
24:  Toxic in contact with skin
25:  Toxic if swallowed
33:  Danger of cumulative effects
51:  Toxic to aquatic organisms
53:  May cause long-term adverse effects in the aquatic environment
Safety Statements:
28:  After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
61:  Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR: UN 2660 6.1/PG 3
WGK Germany: 2
RTECS: XU8227250
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup: III

4-Methyl-3-nitroaniline Specification

 4-Methyl-3-nitroaniline , its CAS NO. is 119-32-4, the synonyms are 4-Amino-2-nitrotoluene ; p-Toluidine, 3-nitro-;2-Nitro-4-aminotoluene ; 5-Nitro-4-toluidine ; 3-Nitro-p-toluidine ; m-Nitro-p-toluidine;3-Nitro-4-methylaniline ; GL-Amin [Czech] .

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