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89-62-3

Basic Information
CAS No.: 89-62-3
Name: 4-Methyl-2-nitroaniline
Article Data: 63
Molecular Structure:
Molecular Structure of 89-62-3 (4-Methyl-2-nitroaniline)
Formula: C7H8N2O2
Molecular Weight: 152.153
Synonyms: p-Toluidine,2-nitro- (8CI);(4-Methyl-2-nitrophenyl)amine;1-Amino-2-nitro-4-methylbenzene;2-Nitro-p-toluidine;3-Nitro-4-aminotoluene;4-Amino-3-nitrotoluene;4-Methyl-2-nitrobenzenamine;4-Methyl-o-nitroaniline;Amarthol Fast Red GL Salt;Azoamine Red A;Azobase NAT;AzoeneFast Red Red GL Salt;Azoic Diazo Component 8;C.I. 37110;Conazoic Diazo M;Devol Red G;Dycosbase Red GL Base;F. Red Gl Base;Fast Red 3NT Salt;Fast Red Base JL;Fast Red G Base;Fast Red GL Base;HD Fast Red GL Base;Hiltonil FastRed GL Base;Hiltosal Fast Red GL Salt;Lake Red G Base;Lithosol Scarlet BaseM;Lithosol Scarlet BaseMW;MNPT;Mitsui Red GL Base;Naphtoelan FastRed GL Base;Red Base Ciba VII;Red Base NGL;Red G Salt;Red Salt Irga VII;Shinnippon Fast Red GL Base;Toyo Fast Red GL Base;
EINECS: 201-924-9
Density: 1.269 g/cm3
Melting Point: 115-116 °C(lit.)
Boiling Point: 302.9 °C at 760 mmHg
Flash Point: 137 °C
Solubility: Insoluble in water
Appearance: orange to orange-brown fine crystalline powder
Hazard Symbols: ToxicT; IrritantXi; DangerousN
Risk Codes: 23/24/25-33-51/53
Safety: 28-36/37-45-61
Transport Information: UN 2660 6.1/PG 3
PSA: 71.84000
LogP: 2.58980
Synthetic route
612-45-3

4-methyl-2-nitroacetanilide

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With Claisen's base99.4%
With water; potassium hydroxide In ethanol for 3h; Reflux;92%
With hydrogenchloride
26242-93-3

N-(4-methyl-2-nitrophenyl) benzamide

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 12h;97%
106-49-0

p-toluidine

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With Oxone; sodium nitrite In nitromethane at 50℃; chemoselective reaction;86%
With 3-methyl-1-sulfonic acid imidazolium nitrate In dichloromethane at 20℃; for 0.25h;81%
With tetrachloromethane; diethyl ether; dinitrogen pentoxide
5255-66-3

ethyl p-tolylcarbamate

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With tert.-butylnitrite; palladium diacetate In 1,4-dioxane at 90℃; Reagent/catalyst;80%
With tert.-butylnitrite; hydrogen; copper dichloride In 1,4-dioxane at 90℃; for 6h; Reagent/catalyst; Temperature;79%
19164-41-1

5-methylbenzofuroxan

A

578-46-1

5-methyl-2-nitroaniline

B

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With iron(II) sulfate In water; dimethyl sulfoxide Ambient temperature; Title compound not separated from byproducts;A 65%
B 35%
With iron(II) sulfate In dimethyl sulfoxide at 20℃; for 1h;A 60%
B 26%
With HbO2(2+) In phosphate buffer; dimethyl sulfoxide for 1h; pH=7.4;A 38 % Chromat.
B 54 % Chromat.
517-25-9

trinitromethane

7175-47-5

4-methylphenyl isocyanide

A

106-49-0

p-toluidine

B

3-(2-nitro-4-methylphenyl)-1,2,3,4-oxatriazolium-5-olate

C

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
A 3%
B 48%
C 21%
7175-47-5

4-methylphenyl isocyanide

A

106-49-0

p-toluidine

B

3-(2-nitro-4-methylphenyl)-1,2,3,4-oxatriazolium-5-olate

C

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With trinitromethaneA 3%
B 48%
C 21%
71467-88-4

N-acetonyl-4-methyl-2-nitro-N-p-tolylsulphonylaniline

A

39859-62-6

2,7-dimethylquinoxaline

B

103-19-5

di(p-tolyl) disulfide

C

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride In acetic acid 1.) 65 deg C, 1.5 h, 2.) 100 deg C, 1.5 h;A 42%
B n/a
C n/a
64-17-5

ethanol

1,3-bis-(4-methyl-2-nitro-phenyl)-triazene

A

99-08-1

1-methyl-3-nitrobenzene

B

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
at 170℃; im geschlossenen Rohr;
119-33-5

4-methyl-2-nitrophenol

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With ammonia at 170 - 180℃;
With formic acid; ammonia; water at 150℃;
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    CAS:89-62-3 EINECS:201-924-9 MW:152.15 MF:C7H8N2O2 Melting point:115-116 °C(lit.) Boiling point:169°C (21 mmHg) Appearance:nacarat crystalline powder Package:25kg/drum Transportation:by sea/air Port:Shanghai

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Specification

The Benzenamine,4-methyl-2-nitro-, with CAS registry number 89-62-3, belongs to the following product categories: (1)Intermediates of Dyes and Pigments; (2)Amines; (3)Blocks; (4)NitroCompounds. It has the systematic name of 4-methyl-2-nitroaniline. This chemical is a kind of orange to orange-brown fine crystalline powder. And it should be stored at the temperature of −20°C. The main use of this chemical is for colour-developing agent of cotton, viscose fabric and printing.

Physical properties of Benzenamine,4-methyl-2-nitro-: (1)ACD/LogP: 2.29; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.29; (4)ACD/LogD (pH 7.4): 2.29; (5)ACD/BCF (pH 5.5): 32.39; (6)ACD/BCF (pH 7.4): 32.39; (7)ACD/KOC (pH 5.5): 419.56; (8)ACD/KOC (pH 7.4): 419.57; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 49.06 Å2; (13)Index of Refraction: 1.615; (14)Molar Refractivity: 41.85 cm3; (15)Molar Volume: 119.8 cm3; (16)Polarizability: 16.59×10-24cm3; (17)Surface Tension: 54.9 dyne/cm; (18)Density: 1.269 g/cm3; (19)Flash Point: 137 °C; (20)Enthalpy of Vaporization: 54.31 kJ/mol; (21)Boiling Point: 302.9 °C at 760 mmHg; (22)Vapour Pressure: 0.000963 mmHg at 25°C.

Uses of Benzenamine,4-methyl-2-nitro-: it can be used to produce 4-bromo-3-nitro-toluene. This reaction will need reagents CuBr2, tBuONO and solvent acetonitrile.

When you are using this chemical, please be cautious about it as the following:
The Benzenamine,4-methyl-2-nitro- is toxic by inhalation, in contact with skin and if swallowed. This chemical has danger of cumulative effects. And it is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment, so avoid release it to the environment. Refer to special instructions / safety data sheets. After contact with skin, wash immediately with plenty of soap-suds. When use it, wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: O=[N+]([O-])c1cc(ccc1N)C
(2)InChI: InChI=1/C7H8N2O2/c1-5-2-3-6(8)7(4-5)9(10)11/h2-4H,8H2,1H3
(3)InChIKey: DLURHXYXQYMPLT-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C7H8N2O2/c1-5-2-3-6(8)7(4-5)9(10)11/h2-4H,8H2,1H3
(5)Std. InChIKey: DLURHXYXQYMPLT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 230, 1954.