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570-24-1

Basic Information
CAS No.: 570-24-1
Name: 2-Methyl-6-nitroaniline
Article Data: 41
Molecular Structure:
Molecular Structure of 570-24-1 (2-Methyl-6-nitroaniline)
Formula: C7H8N2O2
Molecular Weight: 152.153
Synonyms: 1-Amino-2-methyl-6-nitrobenzene;6-Nitro-o-toluidine;2-Amino-3-nitrotoluene;Benzenamine, 2-methyl-6-nitro- (9CI);2-Methyl-6-nitro-benzenamine;Benzenamine, 2-methyl-6-nitro-;2-methyl-6-nitro-aniline;2-Methyl-6-Nitro-toluidine;2-Methyl-6-nitrobenzenamine;
EINECS: 209-329-6
Density: 1.269 g/cm3
Melting Point: 93-96 °C(lit.)
Boiling Point: 301.4 °C at 760 mmHg
Flash Point: 136.1 °C
Solubility: <0.1 g/100 mL at 23 °C in water
Appearance: redish-brown solid
Hazard Symbols: ToxicT, DangerousN, IrritantXi
Risk Codes: 23/24/25-33-51/53
Safety: 28-36/37-45-61-28A
Transport Information: UN 2660 6.1/PG 3
PSA: 71.84000
LogP: 2.58980
Synthetic route
98-33-9

2-aminotoluene-5-sulfonic acid

570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
Stage #1: 2-aminotoluene-5-sulfonic acid With acetic acid; zinc(II) oxide at 80℃; for 4h;
Stage #2: With nitric acid at 10 - 12℃; for 2h;
Stage #3: With hydrogenchloride In water at 100℃; for 1h;
82%
95-53-4

o-toluidine

A

570-24-1

2-Methyl-6-nitroaniline

B

99-52-5

2-methyl-4-nitro-benzenamine

Conditions
ConditionsYield
With bromine; silver nitrate; triphenylphosphine In acetonitrile at 20℃; for 0.0833333h;A 15%
B 67%
With 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one In acetic acid for 3h; Ambient temperature;A 30%
B 40%
With acetic anhydride anschliessend mit wss.Salpetersaeure und Erwaermen des Reaktionsprodukts mit wss.Salzsaeure;
16714-18-4

2-methyl-6-nitroazidobenzene

78-84-2

isobutyraldehyde

A

570-24-1

2-Methyl-6-nitroaniline

B

4-methyl-2-(1-methylethyl)benzimidazole

C

1,2-dihydro-2,2,5-trimethylquinoxaline

Conditions
ConditionsYield
Stage #1: 2-methyl-6-nitroazidobenzene With triphenylphosphine In diethyl ether at 20℃; for 1h;
Stage #2: isobutyraldehyde In chloroform for 144h; aza-Wittig reaction; Heating;
Stage #3: With carbon monoxide; 1,3-bis-(diphenylphosphino)propane; 1,10-phenanthroline hydrate; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 70℃; under 4560.31 Torr; for 21h; Further stages.;
A 8%
B 62%
C 11%
120-66-1

N-(2-methylphenyl)acetamide

A

570-24-1

2-Methyl-6-nitroaniline

B

99-52-5

2-methyl-4-nitro-benzenamine

Conditions
ConditionsYield
Stage #1: N-(2-methylphenyl)acetamide With nitric acid at 10 - 12℃;
Stage #2: With hydrogenchloride
A 60%
B n/a
With nitric acid; acetic acid at 7 - 8℃; man laesst bei Zimmertemperatur stehen, giesst in wenig Wasser, filtriert, und erhitzt das Nitrierungsprodukt mit Salzsaeure; destilliert man hierauf mit Wasserdampf und erhaelt man mit Natronlauge die freie Base;
With nitric acid Nitrierung und Verseifung;
With ammonium nitrate; nitric acid; acetic acid Nitrierung und Verseifung;
With water; nitric acid; acetic acid man versetzt den abfiltrierten Niederschlag mit konz.Salzsaeure und destilliert mit Wasserdampf, wobei 3-Nitro-2-amino-toluol uebergeht, waehrend 5-Nitro-2-amino-toluol in der salzsauren Loesung zurueckbleibt;
59907-22-1

N-(2-methyl-6-nitrophenyl)acetamide

A

570-24-1

2-Methyl-6-nitroaniline

B

2719-15-5

2-methyl-4-nitroacetanilide

Conditions
ConditionsYield
With hydrogenchlorideA 46%
B n/a
591-09-3

nitro acetate

120-66-1

N-(2-methylphenyl)acetamide

570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
With acetic acid und Erwaermen des Reaktionsprodukts mit wss.Salzsaeure;
120-66-1

N-(2-methylphenyl)acetamide

A

570-24-1

2-Methyl-6-nitroaniline

B

2719-15-5

2-methyl-4-nitroacetanilide

Conditions
ConditionsYield
With nitric acid; acetic anhydride; acetic acid at 15 - 20℃; ueber mehrere Stufen;
602-01-7

1-methyl-2,3-dinitrobenzene

570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
With ammonia at 150 - 160℃; unter Druck;
59907-22-1

N-(2-methyl-6-nitrophenyl)acetamide

124-41-4

sodium methylate

570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
Rate constant;
59907-22-1

N-(2-methyl-6-nitrophenyl)acetamide

570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
With sodium methylate
With hydrogenchloride
(hydrolysis);
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Chemistry

The molecular structure of 2-Methyl-6-nitroaniline (CAS NO.570-24-1):

IUPAC Name: 2-Methyl-6-nitroaniline 
Molecular Weight: 152.15062 g/mol
Molecular Formula: C7H8N2O2 
Density: 1.269 g/cm3 
Melting Point: 93-96 °C(lit.)
Boiling Point: 301.4 °C at 760 mmHg
Flash Point: 136.1 °C
Index of Refraction: 1.615
Molar Refractivity: 41.85 cm3
Molar Volume: 119.8 cm3
Surface Tension: 54.9 dyne/cm 
Enthalpy of Vaporization: 54.16 kJ/mol
Vapour Pressure: 0.00105 mmHg at 25 °C 
Water Solubility: <0.1 g/100 mL at 23 °C 
XLogP3-AA: 2
H-Bond Donor: 1
H-Bond Acceptor: 3
Exact Mass: 152.058578
MonoIsotopic Mass: 152.058578
Topological Polar Surface Area: 69.2
Heavy Atom Count: 11
Canonical SMILES: CC1=C(C(=CC=C1)[N+](=O)[O-])N
InChI: InChI=1S/C7H8N2O2/c1-5-3-2-4-6(7(5)8)9(10)11/h2-4H,8H2,1H3
InChIKey: FCMRHMPITHLLLA-UHFFFAOYSA-N
EINECS: 209-329-6
Product Categories: Intermediates of Dyes and Pigments; Anilines, Aromatic Amines and Nitro Compounds; Amines; Phenyls & Phenyl-Het; Benzene derivates; API intermediates; Aromatics Compounds; Aromatics; Phenyls & Phenyl-Het

Uses

 2-Methyl-6-nitroaniline (CAS NO.570-24-1) is used in organic synthesis.

Safety Profile

Hazard Codes: ToxicT, DangerousN, IrritantXi
Risk Statements: 23/24/25-33-51/53 
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: 28-36/37-45-61-28A 
S28:After contact with skin, wash immediately with plenty of soap-suds. 
S36/37:Wear suitable protective clothing and gloves. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
RIDADR: UN 2660 6.1/PG 3
WGK Germany: 3
F: 10
Hazard Note: Toxic
HazardClass: IRRITANT
HS Code: 29214300

Specification

 2-Methyl-6-nitroaniline (CAS NO.570-24-1) is also named as 1-Amino-2-methyl-6-nitrobenzene ; 2-Methyl-6-nitro-benzenamine ; 6-Nitro-o-toluidine ; Benzenamine, 2-methyl-6-nitro- ; NSC 286 . 2-Methyl-6-nitroaniline (CAS NO.570-24-1) is redish-brown solid. It is insoluble in water. 2-Methyl-6-nitroaniline is sensitive to prolonged exposure to air. It is incompatible with acids, acid chlorides, acid anhydrides, chloroformates, and strong oxidizers.Flash point data for 2-Methyl-6-nitroaniline are not available, but it is probably combustible.

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