Product Name

  • Name

    4-Methyl-3-nitroaniline

  • EINECS 204-314-0
  • CAS No. 119-32-4
  • Article Data57
  • CAS DataBase
  • Density 1.269 g/cm3
  • Solubility
  • 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;
  • PSA 71.84000
  • LogP 2.58980

Synthetic route

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

4-Methyl-3-nitroanilin
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%
p-toluidine
106-49-0

p-toluidine

4-Methyl-3-nitroanilin
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%
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

4-methylbenzene-1,3-diamine
95-80-7

4-methylbenzene-1,3-diamine

B

4-Methyl-3-nitroanilin
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%
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

2-methyl-5-nitroaniline
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
toluene-4-sulfonic acid-(4-methyl-3-nitro-anilide)
6390-24-5

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

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
With perchloric acid; acetic acid for 1h; Heating;70%
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

2,2'-Dinitro-4,4'-azoxytoluene
5679-89-0

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

Conditions
ConditionsYield
With pyridine; hydrogen sulfide
(2,4-dinitro-phenyl)-acetic acid
643-43-6

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

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
With sodium polysulfide
4-hydroxylamino-2-nitrotoluene
43192-03-6

4-hydroxylamino-2-nitrotoluene

4-Methyl-3-nitroanilin
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;
4-acetylamino-2-nitrotoluene
2719-14-4

4-acetylamino-2-nitrotoluene

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
With hydrogenchloride Hydrogenation;
p-toluidine
106-49-0

p-toluidine

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

4-methyl-2-nitroaniline
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
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

4-hydroxylamino-2-nitrotoluene
43192-03-6

4-hydroxylamino-2-nitrotoluene

B

4-methylbenzene-1,3-diamine
95-80-7

4-methylbenzene-1,3-diamine

C

2-hydroxylamino-4-nitrotoluene
95860-07-4

2-hydroxylamino-4-nitrotoluene

D

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

E

2-methyl-5-nitroaniline
99-55-8

2-methyl-5-nitroaniline

Conditions
ConditionsYield
With cecal microflora of rats Product distribution; under anaerobic conditions;
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

4-methylbenzene-1,3-diamine
95-80-7

4-methylbenzene-1,3-diamine

B

2,4-dinitrobenzyl alcohol
4836-66-2

2,4-dinitrobenzyl alcohol

C

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

D

2-methyl-5-nitroaniline
99-55-8

2-methyl-5-nitroaniline

Conditions
ConditionsYield
Product distribution; studies of the metabolism in wistar strain rats, primary metabolits;
2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

4-methylbenzene-1,3-diamine
95-80-7

4-methylbenzene-1,3-diamine

B

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

C

2-methyl-5-nitroaniline
99-55-8

2-methyl-5-nitroaniline

Conditions
ConditionsYield
With Pd-Fe; hydrogen; silica gel In ethanol at 25℃; under 760 Torr; Rate constant; Product distribution; var. Pd/Fe ratio;
In phosphate buffer pH=2; Electrochemical reaction;
With hydrogen; [Pd-PVP] - poly(vinylpyrrolidone) protected palladium In dichloromethane; water at 40℃; under 5250.53 Torr; Product distribution;
With hydrogen In ethanol at 120℃; under 3750.38 Torr;
2-p-tolylisoindoline-1,3-dione
2142-03-2

2-p-tolylisoindoline-1,3-dione

nitric acid
7697-37-2

nitric acid

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

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

4-methyl-2-nitroaniline

Conditions
ConditionsYield
und Kochen der entstandenen Nitro-Verbindungen mit 2n-Natronlauge;
nitric acid
7697-37-2

nitric acid

p-toluidine
106-49-0

p-toluidine

sulfuric acid (15-20 parts)

sulfuric acid (15-20 parts)

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

sulfuric acid
7664-93-9

sulfuric acid

nitric acid
7697-37-2

nitric acid

p-toluidine
106-49-0

p-toluidine

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

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

4-methyl-2-nitroaniline

2-nitro-4-fluorotoluene
446-10-6

2-nitro-4-fluorotoluene

ammonium hydroxide

ammonium hydroxide

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
at 180 - 185℃;
ethanol
64-17-5

ethanol

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

hydrazine hydrate
7803-57-8

hydrazine hydrate

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

ammonium sulfide

ammonium sulfide

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
in der Kaelte;
hydrogenchloride
7647-01-0

hydrogenchloride

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

CuCl2

CuCl2

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
bei der elektrolytischen Reduktion;
4-hydroxylamino-2-nitrotoluene
43192-03-6

4-hydroxylamino-2-nitrotoluene

NaHS

NaHS

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

ethanol
64-17-5

ethanol

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

platinum black

platinum black

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

Conditions
ConditionsYield
Hydrogenation;
4-hydroxylamino-2-nitrotoluene
43192-03-6

4-hydroxylamino-2-nitrotoluene

sodium hydrosulfide

sodium hydrosulfide

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

ethanol
64-17-5

ethanol

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

ethyl acetate
141-78-6

ethyl acetate

sodium hydrosulfide

sodium hydrosulfide

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

(2,4-dinitro-phenyl)-acetic acid
643-43-6

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

sodium polysulfide

sodium polysulfide

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

ammonium sulfide

ammonium sulfide

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

2-methyl-5-nitroaniline
99-55-8

2-methyl-5-nitroaniline

Conditions
ConditionsYield
in der Hitze;
hydrogenchloride
7647-01-0

hydrogenchloride

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

sulfuric acid
7664-93-9

sulfuric acid

iron

iron

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

2-methyl-5-nitroaniline
99-55-8

2-methyl-5-nitroaniline

hydrogenchloride
7647-01-0

hydrogenchloride

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

acetic acid
64-19-7

acetic acid

iron

iron

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

2-methyl-5-nitroaniline
99-55-8

2-methyl-5-nitroaniline

sulfuric acid
7664-93-9

sulfuric acid

4-hydroxylamino-2-nitrotoluene
43192-03-6

4-hydroxylamino-2-nitrotoluene

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

2,2'-Dinitro-4,4'-azoxytoluene
5679-89-0

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

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(4-methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide
221876-21-7

N-(4-methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
Stage #1: 3-(Trifluoromethyl)benzoyl chloride; 4-Methyl-3-nitroanilin With triethylamine In dichloromethane at 25℃; for 0.333333h;
Stage #2: With water In dichloromethane for 0.25h;
100%
With triethylamine In dichloromethane at 25℃; for 0.333333h;100%
With triethylamine In dichloromethane at 25℃; for 0.333333h;100%
n-propanesulfonyl chloride
10147-36-1

n-propanesulfonyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(4-methyl-3-nitrophenyl)-N-(propylsulfonyl)propane-1-sulfonamide
1269421-29-5

N-(4-methyl-3-nitrophenyl)-N-(propylsulfonyl)propane-1-sulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;100%
With triethylamine In dichloromethane at 0 - 20℃;100%
2,4,6-triisopropylphenylsulfonyl chloride
6553-96-4

2,4,6-triisopropylphenylsulfonyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

C22H30N2O4S

C22H30N2O4S

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
2-chloropyridine-4-carbonyl chloride
65287-34-5

2-chloropyridine-4-carbonyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

2-chloro-N-(4-methyl-3-nitrophenyl) pyridine-4-carboxamide
258503-84-3

2-chloro-N-(4-methyl-3-nitrophenyl) pyridine-4-carboxamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 2h;99.6%
With triethylamine In dichloromethane at 20℃; for 16h;
With triethylamine In dichloromethane at 20℃; for 16h;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

(4-methyl-3-nitro-phenyl)-carbamic acid tert-butyl ester
630410-29-6

(4-methyl-3-nitro-phenyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
In tetrahydrofuran Reflux;99%
In tetrahydrofuran at 70℃; for 15.5h;89%
In tetrahydrofuran at 65℃; for 16.3333h;89%
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

4-(2-chlorobenzylideneamino)-2-nitrotoluene
128451-31-0

4-(2-chlorobenzylideneamino)-2-nitrotoluene

Conditions
ConditionsYield
In ethanol for 5h;98%
4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-phenylsulfonylbenzimidoyl chloride
4513-25-1

N-phenylsulfonylbenzimidoyl chloride

N-[1-(4-Methyl-3-nitro-phenylamino)-1-phenyl-meth-(E)-ylidene]-benzenesulfonamide
92836-06-1

N-[1-(4-Methyl-3-nitro-phenylamino)-1-phenyl-meth-(E)-ylidene]-benzenesulfonamide

Conditions
ConditionsYield
In acetonitrile at 25℃; Product distribution; Rate constant; Mechanism;98%
In acetonitrile at 25℃;98%
phenyl Salicylate
118-55-8

phenyl Salicylate

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

2-hydroxy-N-(4-methyl-3-nitrophenyl)benzamide

2-hydroxy-N-(4-methyl-3-nitrophenyl)benzamide

Conditions
ConditionsYield
at 20 - 162℃; for 0.0833333h; microwave irradiation;98%
phenyl 2-hydroxy-4-methoxybenzoate
33454-09-0

phenyl 2-hydroxy-4-methoxybenzoate

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

2-hydroxy-4-methoxy-N-(4-methyl-3-nitrophenyl)benzamide

2-hydroxy-4-methoxy-N-(4-methyl-3-nitrophenyl)benzamide

Conditions
ConditionsYield
at 20 - 154℃; for 0.0666667h; microwave irradiation;98%
2,3-dihydro-1,4-benzodioxin-6-carboxylic acid
4442-54-0

2,3-dihydro-1,4-benzodioxin-6-carboxylic acid

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(4-methyl-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide
1062259-61-3

N-(4-methyl-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Conditions
ConditionsYield
Stage #1: 2,3-dihydro-1,4-benzodioxin-6-carboxylic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 3.5h;
Stage #2: 4-Methyl-3-nitroanilin With pyridine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h;
98%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 90℃; for 20h;
2,3-dihydro-1,4-benzodioxine-6-carbonyl chloride
6761-70-2

2,3-dihydro-1,4-benzodioxine-6-carbonyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(4-methyl-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide
1062259-61-3

N-(4-methyl-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 2h;98%
(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

(9H-fluoren-9-yl)methyl (4-methyl-3-nitrophenyl)carbamate

(9H-fluoren-9-yl)methyl (4-methyl-3-nitrophenyl)carbamate

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 5 - 30℃; for 2.75h;98%
N-methyl benzimidoyl chloride
21737-87-1

N-methyl benzimidoyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-Methyl-N'-(4-methyl-3-nitro-phenyl)-benzamidine; hydrochloride
92835-99-9

N-Methyl-N'-(4-methyl-3-nitro-phenyl)-benzamidine; hydrochloride

Conditions
ConditionsYield
In acetonitrile at 25℃; Product distribution; Rate constant; Mechanism; other solvent;97%
N-methyl benzimidoyl chloride
21737-87-1

N-methyl benzimidoyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-Methyl-N'-(4-methyl-3-nitro-phenyl)-benzamidine
92836-02-7

N-Methyl-N'-(4-methyl-3-nitro-phenyl)-benzamidine

Conditions
ConditionsYield
In acetonitrile at 25℃;97%
3-(4-methyl-imidazol-1-yl)-5-trifluoromethylbenzoic acid
641571-13-3

3-(4-methyl-imidazol-1-yl)-5-trifluoromethylbenzoic acid

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(3-nitro-4-methylphenyl)-3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzamide
851319-34-1

N-(3-nitro-4-methylphenyl)-3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 12h; Product distribution / selectivity;97%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 12h; Inert atmosphere; Schlenk technique;64%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 12h; Inert atmosphere; Schlenk technique;64%
acryloyl chloride
814-68-6

acryloyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(4-methyl-3-nitro-phenyl)prop-2-enamide

N-(4-methyl-3-nitro-phenyl)prop-2-enamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 1h;96.6%
4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(3'-Amino-4'-methylphenyl)-2,3-dimethyl-maleimide
69132-35-0

N-(3'-Amino-4'-methylphenyl)-2,3-dimethyl-maleimide

Conditions
ConditionsYield
In methanol96%
4-((4-methylpiperazin-1-yl)methyl)benzoyl chloride dihydrochloride

4-((4-methylpiperazin-1-yl)methyl)benzoyl chloride dihydrochloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(4-methyl-3-nitrophenyl)-4-(4-methylpiperazin-1-ylmethyl)-benzamide

N-(4-methyl-3-nitrophenyl)-4-(4-methylpiperazin-1-ylmethyl)-benzamide

Conditions
ConditionsYield
With pyridine In toluene at 23 - 45℃; for 6.25h;96%
Stage #1: 4-Methyl-3-nitroanilin With triethylamine In tetrahydrofuran at 20℃;
Stage #2: 4-((4-methylpiperazin-1-yl)methyl)benzoyl chloride dihydrochloride In tetrahydrofuran at 0 - 50℃; for 17h;
48%
p-(chloromethyl)benzoic acid
1642-81-5

p-(chloromethyl)benzoic acid

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

4-(chloromethyl)-N-(4-methyl-3-nitrophenyl)benzamide
851319-32-9

4-(chloromethyl)-N-(4-methyl-3-nitrophenyl)benzamide

Conditions
ConditionsYield
Stage #1: p-(chloromethyl)benzoic acid With thionyl chloride; N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere;
Stage #2: 4-Methyl-3-nitroanilin With pyridine In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;
96%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N,N-bis<(tert-butyloxy)carbonyl>-4-methyl-3-nitroaniline
135685-05-1

N,N-bis<(tert-butyloxy)carbonyl>-4-methyl-3-nitroaniline

Conditions
ConditionsYield
With dmap In acetonitrile for 18h; Ambient temperature;95%
With dmap; TEA In acetonitrile at 20℃; for 20h;65%
With dmap In acetonitrile33.0 g (95%)
4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

phenylacetyl chloride
103-80-0

phenylacetyl chloride

N-(4-methyl-3-nitrophenyl)-2-phenylacetamide

N-(4-methyl-3-nitrophenyl)-2-phenylacetamide

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 0 - 20℃; for 3h;94%
formaldehyd
50-00-0

formaldehyd

1,2-benzenedithiole
17534-15-5

1,2-benzenedithiole

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

3-(4-methyl-3-nitrophenyl)-3,4-dihydro-2H-1,5,3-benzodithiazepine

3-(4-methyl-3-nitrophenyl)-3,4-dihydro-2H-1,5,3-benzodithiazepine

Conditions
ConditionsYield
Stage #1: formaldehyd; Benzene-1,2-dithiol In chloroform; water at 20℃; for 0.5h;
Stage #2: 4-Methyl-3-nitroanilin In chloroform; water at 0 - 20℃; for 4h;
94%
cyclopropanecarboxylic acid chloride
4023-34-1

cyclopropanecarboxylic acid chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(4-methyl-3-nitrophenyl)cyclopropanecarboxamide
549518-46-9

N-(4-methyl-3-nitrophenyl)cyclopropanecarboxamide

Conditions
ConditionsYield
Stage #1: 4-Methyl-3-nitroanilin With sodium hydride In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: cyclopropanecarboxylic acid chloride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
93.68%
benzoyl chloride
98-88-4

benzoyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(4-methyl-3-nitrophenyl)benzamide
401597-39-5

N-(4-methyl-3-nitrophenyl)benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;93%
With pyridine
4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

6-(trifluoromethyl)pyridine-3-carbaldehyde
386704-12-7

6-(trifluoromethyl)pyridine-3-carbaldehyde

4-methyl-3-nitro-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)aniline

4-methyl-3-nitro-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)aniline

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In acetonitrile at 70℃; for 2h; Inert atmosphere;93%
4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

ethyl (ethoxymethylene)cyanoacetate
94-05-3

ethyl (ethoxymethylene)cyanoacetate

C13H13N3O4
1220883-36-2

C13H13N3O4

Conditions
ConditionsYield
at 130℃; for 8h; Gould-Jacobs reaction; Inert atmosphere;92%
2,3-dihydrobenzo-[b]-1,4-dioxine-5-carbonyl chloride
38871-41-9

2,3-dihydrobenzo-[b]-1,4-dioxine-5-carbonyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(4-methyl-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamide

N-(4-methyl-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;92%

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 cm
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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