Product Name

  • Name

    2-Methyl-6-nitroaniline

  • EINECS 209-329-6
  • CAS No. 570-24-1
  • Article Data41
  • CAS DataBase
  • Density 1.269 g/cm3
  • Solubility <0.1 g/100 mL at 23 °C in water
  • Melting Point 93-96 °C(lit.)
  • Formula C7H8N2O2
  • Boiling Point 301.4 °C at 760 mmHg
  • Molecular Weight 152.153
  • Flash Point 136.1 °C
  • Transport Information UN 2660 6.1/PG 3
  • Appearance redish-brown solid
  • Safety 28-36/37-45-61-28A
  • Risk Codes 23/24/25-33-51/53
  • Molecular Structure Molecular Structure of 570-24-1 (2-Methyl-6-nitroaniline)
  • Hazard Symbols ToxicT, DangerousN, IrritantXi
  • 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;
  • PSA 71.84000
  • LogP 2.58980

Synthetic route

2-aminotoluene-5-sulfonic acid
98-33-9

2-aminotoluene-5-sulfonic acid

2-Methyl-6-nitroaniline
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%
o-toluidine
95-53-4

o-toluidine

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

2-methyl-4-nitro-benzenamine
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;
2-methyl-6-nitroazidobenzene
16714-18-4

2-methyl-6-nitroazidobenzene

isobutyraldehyde
78-84-2

isobutyraldehyde

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

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

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

C

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

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%
N-(2-methylphenyl)acetamide
120-66-1

N-(2-methylphenyl)acetamide

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

2-methyl-4-nitro-benzenamine
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;
N-(2-methyl-6-nitrophenyl)acetamide
59907-22-1

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

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

2-methyl-4-nitroacetanilide
2719-15-5

2-methyl-4-nitroacetanilide

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

nitro acetate

N-(2-methylphenyl)acetamide
120-66-1

N-(2-methylphenyl)acetamide

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
With acetic acid und Erwaermen des Reaktionsprodukts mit wss.Salzsaeure;
N-(2-methylphenyl)acetamide
120-66-1

N-(2-methylphenyl)acetamide

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

2-methyl-4-nitroacetanilide
2719-15-5

2-methyl-4-nitroacetanilide

Conditions
ConditionsYield
With nitric acid; acetic anhydride; acetic acid at 15 - 20℃; ueber mehrere Stufen;
1-methyl-2,3-dinitrobenzene
602-01-7

1-methyl-2,3-dinitrobenzene

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
With ammonia at 150 - 160℃; unter Druck;
N-(2-methyl-6-nitrophenyl)acetamide
59907-22-1

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

sodium methylate
124-41-4

sodium methylate

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
Rate constant;
N-(2-methyl-6-nitrophenyl)acetamide
59907-22-1

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

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
With sodium methylate
With hydrogenchloride
(hydrolysis);
N-(2-methylphenyl)-p-toluenesulphonamide
80-28-4

N-(2-methylphenyl)-p-toluenesulphonamide

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

2-methyl-4,6-dinitroaniline
7477-94-3

2-methyl-4,6-dinitroaniline

Conditions
ConditionsYield
bei hoeherer Temperatur erhaelt man ein Gemisch von Nitrierungsprodukten.Hydrolysis;
N,N'-bis(o-tolyl)oxamide
3299-62-5

N,N'-bis(o-tolyl)oxamide

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
With sulfuric acid Schuetteln des Reaktionsprodukts mit Salpeterschwefelsaeure bei hoechstens 50grad und Erhitzen nach Zusatz von Wasser auf 140-150grad;
N-nitro-o-toluidine

N-nitro-o-toluidine

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

2-methyl-4-nitro-benzenamine
99-52-5

2-methyl-4-nitro-benzenamine

Conditions
ConditionsYield
With mineral acid
6-amino-5-nitro-toluene-3-sulfonic acid

6-amino-5-nitro-toluene-3-sulfonic acid

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
durch Abspaltung der Sulfogruppe;
N-(2-methylphenyl)acetamide
120-66-1

N-(2-methylphenyl)acetamide

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
(i) HNO3, (ii) aq. HCl; Multistep reaction;
With nitric acid
Multi-step reaction with 2 steps
1: nitric acid; acetic anhydride / dichloromethane
2: hydrogenchloride / water / Reflux
View Scheme
Stage #1: N-(2-methylphenyl)acetamide With nitric acid In acetic anhydride at 10 - 12℃; for 2.5h;
Stage #2: With sulfuric acid In water for 3h; Reflux;
39.78 g
1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

2-methyl-4-nitro-benzenamine
99-52-5

2-methyl-4-nitro-benzenamine

C

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With potassium tert-butylate; N,N,N-trimethylhydrazinium iodide In dimethyl sulfoxide Ambient temperature; Yield given. Yields of byproduct given;
N-(2-methylphenyl)acetamide
120-66-1

N-(2-methylphenyl)acetamide

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

acetyl derivative of 5-nitro-2-amino-toluene

acetyl derivative of 5-nitro-2-amino-toluene

Conditions
ConditionsYield
With nitric acid; acetic acid man kocht das entstehende Acetylderiv.in alkoh.Loesung mit der waessr.Kalilauge,wodurch nur das Acetylderiv.des 5-Nitro-2-amino-toluols verseift wird; das Acetylderiv.des 3-Nitro-2-amino-toluols verseift man mit konz.Salzsaeure;
1-methyl-2,3-dinitrobenzene
602-01-7

1-methyl-2,3-dinitrobenzene

ammonia
7664-41-7

ammonia

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
at 150 - 160℃; unter Druck;
sulfuric acid
7664-93-9

sulfuric acid

N,N'-bis(o-tolyl)oxamide
3299-62-5

N,N'-bis(o-tolyl)oxamide

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
anschliessenden Schuetteln mit Salpeterschwefelsaeure unterhalb 50grad und Erhitzen mit Wasser auf 140-150grad;
sulfuric acid
7664-93-9

sulfuric acid

6-amino-5-nitro-toluene-3-sulfonic acid

6-amino-5-nitro-toluene-3-sulfonic acid

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

hydrogenchloride
7647-01-0

hydrogenchloride

diethyl ether
60-29-7

diethyl ether

N-nitro-o-toluidine

N-nitro-o-toluidine

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

2-methyl-4-nitro-benzenamine
99-52-5

2-methyl-4-nitro-benzenamine

Conditions
ConditionsYield
at 0℃;
o-toluidine
95-53-4

o-toluidine

chloric acid

chloric acid

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 12 - 13 °C
2.1: 65 percent HNO3 / 10 - 12 °C
2.2: 60 percent / conc. HCl
View Scheme
Multi-step reaction with 2 steps
2: HNO3
View Scheme
o-toluidine
95-53-4

o-toluidine

ester of glycine

ester of glycine

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent / HNO3
2: concd. HCl / 7 h / Heating
View Scheme
o-toluidine
95-53-4

o-toluidine

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: acetic acid anhydride; glacial acetic acid; nitric acid / 15 - 20 °C / ueber mehrere Stufen
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane
2: nitric acid; acetic anhydride / dichloromethane
3: hydrogenchloride / water / Reflux
View Scheme
N-(2-methylphenyl)acetamide
120-66-1

N-(2-methylphenyl)acetamide

calcium chloride

calcium chloride

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (nitration)
2: aq. HCl
View Scheme
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

4-iodo-2-methyl-6-nitroaniline
532934-93-3

4-iodo-2-methyl-6-nitroaniline

Conditions
ConditionsYield
With Iodine monochloride; acetic acid at 30℃; for 3h;100%
With sodium acetate; Iodine monochloride; acetic acid at 80℃; for 0.833333h;98%
With N-iodo-succinimide; acetic acid at 50 - 55℃; for 6h; Inert atmosphere;97%
With Iodine monochloride; acetic acid
With Iodine monochloride; sodium hydrogencarbonate In methanol; dichloromethane at 20℃; for 6h;
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

benzaldehyde
100-52-7

benzaldehyde

4-methyl-2-phenyl-1H-benzimidazole
3659-77-6

4-methyl-2-phenyl-1H-benzimidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 60℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;99%
With hydrogen In ethyl acetate at 60℃; under 7500.75 Torr; for 20h; Autoclave;99%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

4-chloro-2-methyl-6-nitrophenylamine
62790-50-5

4-chloro-2-methyl-6-nitrophenylamine

Conditions
ConditionsYield
With N-chloro-succinimide In methanol at 60℃; for 4h;98%
With N-chloro-succinimide; acetic acid92%
With N-chloro-succinimide; acetic acid at 50 - 55℃; for 6h; Inert atmosphere;92%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

7-Nitroindazole
2942-42-9

7-Nitroindazole

Conditions
ConditionsYield
With acetic acid; sodium nitrite for 0.333333h;98%
With acetic acid; sodium nitrite In water98%
With acetic acid; sodium nitrite In water at 20℃; for 0.333333h; Inert atmosphere;97%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

benzyl bromide
100-39-0

benzyl bromide

1-Benzyloxy-4-methyl-2-phenyl-1H-benzoimidazole
161958-74-3

1-Benzyloxy-4-methyl-2-phenyl-1H-benzoimidazole

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 16h; Heating;98%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

acetylacetone
123-54-6

acetylacetone

3-(2-mehtyl-6-nitrophenylhydrazono)pentane-2,4-dione
864652-84-6

3-(2-mehtyl-6-nitrophenylhydrazono)pentane-2,4-dione

Conditions
ConditionsYield
Stage #1: 2-Methyl-6-nitroaniline With hydrogenchloride; sodium nitrite
Stage #2: acetylacetone With sodium hydroxide; sodium acetate In methanol; water at 0 - 20℃; for 1h; Further stages.;
98%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

4-bromo-2-methyl-6-nitroaniline
77811-44-0

4-bromo-2-methyl-6-nitroaniline

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide In ethanol; water at 60℃; for 1h; Product distribution / selectivity;97.7%
With N-Bromosuccinimide; acetic acid at 50 - 55℃; for 6h; Inert atmosphere;93%
With sodium tungstate; dihydrogen peroxide; acetic acid; potassium bromide for 1h; Ambient temperature;90%
With sodium tungstate; sodium perborate; sulfuric acid; acetic anhydride; potassium bromide In acetic acid for 1h; Ambient temperature;69%
With N-Bromosuccinimide In tetrachloromethane Substitution; bromination;60%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

3-methyl-1,2-benzenediamine
2687-25-4

3-methyl-1,2-benzenediamine

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In ethanol at 20℃; under 760.051 Torr; for 4h;97%
With hydrogenchloride; tin for 1h; Reflux;85.8%
Stage #1: 2-Methyl-6-nitroaniline With tin(ll) chloride In ethyl acetate for 6h; Reflux;
Stage #2: With water; sodium hydrogencarbonate In ethyl acetate Cooling;
70%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

C9H9BrN2O3

C9H9BrN2O3

Conditions
ConditionsYield
With potassium carbonate In dichloromethane; water at 0℃; for 1h;97%
With sodium carbonate In water for 0.5h; pH=8 - 9;
With sodium carbonate In water for 2h;
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

acrylic acid
79-10-7

acrylic acid

3-(2-methyl-6-nitrophenylamino)propionic acid
1296194-25-6

3-(2-methyl-6-nitrophenylamino)propionic acid

Conditions
ConditionsYield
With sulfuric acid at 25 - 80℃; Inert atmosphere;96%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

orthobenzoic acid trimethyl ester
707-07-3

orthobenzoic acid trimethyl ester

4-methyl-2-phenyl-1H-benzimidazole
3659-77-6

4-methyl-2-phenyl-1H-benzimidazole

Conditions
ConditionsYield
With indium; acetic acid In ethyl acetate for 1h; Reflux; Inert atmosphere;96%
2-chloro-3-methoxypyridine
52605-96-6

2-chloro-3-methoxypyridine

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

C13H13N3O3

C13H13N3O3

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); C35H38NO4P In 1,4-dioxane at 100℃; for 18h;96%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

2-iodo-3-nitrotoluene
6277-17-4

2-iodo-3-nitrotoluene

Conditions
ConditionsYield
Stage #1: 2-Methyl-6-nitroaniline With sodium nitrite In sulfuric acid; acetic acid
Stage #2: With potassium iodide In sulfuric acid; water; acetic acid Further stages.;
95%
Stage #1: 2-Methyl-6-nitroaniline With hydrogenchloride In water at 0℃; for 0.25h;
Stage #2: With sodium nitrite In water at 0℃; for 1.67h;
Stage #3: With potassium iodide In water at 0℃; for 2.17h;
88%
Stage #1: 2-Methyl-6-nitroaniline With sulfuric acid; sodium nitrite In acetic acid at 15 - 75℃;
Stage #2: With urea; potassium iodide
79%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

2-chloro-5-[(3,5-dimethoxyphenyl)methoxy]pyrimidine
1453211-57-8

2-chloro-5-[(3,5-dimethoxyphenyl)methoxy]pyrimidine

5-[(3,5-dimethoxyphenyl)methoxy]-N-(2-methyl-6-nitrophenyl)pyrimidin-2-amine

5-[(3,5-dimethoxyphenyl)methoxy]-N-(2-methyl-6-nitrophenyl)pyrimidin-2-amine

Conditions
ConditionsYield
With caesium carbonate; bis(dibenzylideneacetone)-palladium(0); XPhos In N,N-dimethyl acetamide at 110℃; for 3h; Inert atmosphere;94%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

2-bromo-3-nitrotoluene
41085-43-2

2-bromo-3-nitrotoluene

Conditions
ConditionsYield
With hydrogen bromide; copper(I) bromide; sodium nitrite In 1,4-dioxane; water at 0 - 60℃;93%
Stage #1: 2-Methyl-6-nitroaniline With hydrogen bromide In 1,4-dioxane; water at 60℃; for 0.75h; Inert atmosphere;
Stage #2: With sodium nitrite In 1,4-dioxane; water at 0 - 8℃; for 2.33333h; Inert atmosphere;
Stage #3: With hydrogen bromide; copper(I) bromide In 1,4-dioxane; water at 20 - 60℃; for 20.5h; Inert atmosphere;
82%
Stage #1: 2-Methyl-6-nitroaniline With hydrogen bromide In 1,4-dioxane; water at 60℃; for 0.75h; Inert atmosphere;
Stage #2: With sodium nitrite In 1,4-dioxane; water at 0 - 5℃; Inert atmosphere;
Stage #3: With hydrogen bromide; copper(I) bromide In 1,4-dioxane; water at 24 - 60℃; Inert atmosphere;
81%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

allyl bromide
106-95-6

allyl bromide

1-allyloxy-4-methyl-2-vinylbenzimidazole
161958-75-4

1-allyloxy-4-methyl-2-vinylbenzimidazole

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 16h; Heating;92%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

naphthalene-1-carbonic acid chloride
879-18-5

naphthalene-1-carbonic acid chloride

Naphthalene-1-carboxylic acid (2-methyl-6-nitro-phenyl)-amide
212503-73-6

Naphthalene-1-carboxylic acid (2-methyl-6-nitro-phenyl)-amide

Conditions
ConditionsYield
With pyridine In tetrahydrofuran for 6h; Ambient temperature;91%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

acetic anhydride
108-24-7

acetic anhydride

N-(2-methyl-6-nitrophenyl)acetamide
59907-22-1

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

Conditions
ConditionsYield
In chloroform for 12h; Time; Reflux;90.2%
With sulfuric acid
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

(1R,2R)-2-(2-Methyl-6-nitro-phenylamino)-cyclohexanol

(1R,2R)-2-(2-Methyl-6-nitro-phenylamino)-cyclohexanol

trans-2-chlorocyclohexanol
6628-80-4

trans-2-chlorocyclohexanol

Conditions
ConditionsYield
With bismuth(III) chloride In cyclohexane at 20℃;A 90%
B n/a
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

1,3-bis(2-methyl-6-nitrophenyl)-2λ4-diazathia-1,2-diene
1431381-87-1

1,3-bis(2-methyl-6-nitrophenyl)-2λ4-diazathia-1,2-diene

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; disulfur dichloride In chloroform at -30℃; for 2h; Reflux;90%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

4-chlorobenzenesulfonyl chloride
98-60-2

4-chlorobenzenesulfonyl chloride

N-(2-methyl-6-nitrophenyl)-4-chlorobenzenesulfonamide

N-(2-methyl-6-nitrophenyl)-4-chlorobenzenesulfonamide

Conditions
ConditionsYield
With sodium carbonate In water pH=9 - 10;89%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

dimethylglyoxal
431-03-8

dimethylglyoxal

5-methyl-2,3-dimethylquinoxaline
17635-19-7

5-methyl-2,3-dimethylquinoxaline

Conditions
ConditionsYield
With indium; indium(III) chloride In methanol for 2.5h; Reflux; Inert atmosphere;89%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

benzil
134-81-6

benzil

5-methyl-2,3-diphenylquinoxaline

5-methyl-2,3-diphenylquinoxaline

Conditions
ConditionsYield
With indium; indium(III) chloride In methanol for 1.66667h; Reagent/catalyst; Reflux; Inert atmosphere;89%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

2.3-butanediol
513-85-9

2.3-butanediol

5-methyl-2,3-dimethylquinoxaline
17635-19-7

5-methyl-2,3-dimethylquinoxaline

Conditions
ConditionsYield
With sodium hydroxide In toluene at 120℃; for 3h; Inert atmosphere; Sealed tube; Green chemistry;89%
With dodecacarbonyl-triangulo-triruthenium; cesiumhydroxide monohydrate; 1,3-bis-(diphenylphosphino)propane In tert-Amyl alcohol at 150℃; for 8h; Schlenk technique; Inert atmosphere;80%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

1-Bromo-2-bromomethyl-benzene
3433-80-5

1-Bromo-2-bromomethyl-benzene

1-(o-bromobenzyloxy)-2-(o-bromophenyl)-4-methylbenzimidazole

1-(o-bromobenzyloxy)-2-(o-bromophenyl)-4-methylbenzimidazole

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 12h; Heating;87%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

3-bromo-2-methyl-6-nitroaniline

3-bromo-2-methyl-6-nitroaniline

Conditions
ConditionsYield
With N-Bromosuccinimide; acetic acid for 2h; Reflux; Inert atmosphere;87%
With N-Bromosuccinimide; acetic acid for 2h; Reflux;87%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

1-methyl-2,3-dinitrobenzene
602-01-7

1-methyl-2,3-dinitrobenzene

Conditions
ConditionsYield
With sodium perborate; titanium(IV) hydroxide; acetic acid at 90 - 100℃; for 1h; Inert atmosphere;86.8%
With dihydrogen peroxide In acetic acid at 90℃; for 3h;48%
With sulfuric acid Diazotization.Ueberfuehrung des Diazoniumsulfats in das Nitrit und Behandeln mit Kupfer(I)-oxyd;
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

sodium hydrogensulfite

sodium hydrogensulfite

2-iodo-3-nitrotoluene
6277-17-4

2-iodo-3-nitrotoluene

Conditions
ConditionsYield
With potassium iodide; sulfuric acid; sodium nitrite In ice-water; ethanol; dichloromethane84%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

9,10-phenanthrenequinone
84-11-7

9,10-phenanthrenequinone

10-methyldibenzo[a,c]phenazine
112657-94-0

10-methyldibenzo[a,c]phenazine

Conditions
ConditionsYield
With indium; acetic acid In methanol for 0.166667h; Reflux; Inert atmosphere;84%
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

acetic anhydride
108-24-7

acetic anhydride

N,N-diacetyl-6-nitro-o-toluidine
82344-53-4

N,N-diacetyl-6-nitro-o-toluidine

Conditions
ConditionsYield
at 120℃; for 12.5h;83.7%

2-Methyl-6-nitroaniline Chemical Properties

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

2-Methyl-6-nitroaniline Uses

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

2-Methyl-6-nitroaniline 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

2-Methyl-6-nitroaniline 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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