Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

2-Nitroaniline

Related Products

Hot Products

Basic Information Post buying leads Suppliers
Name

2-Nitroaniline

EINECS 201-855-4
CAS No. 88-74-4 Density 1.333 g/cm3
PSA 71.84000 LogP 2.28140
Solubility 1.1 g/L (20 °C) in water Melting Point 70-73 °C(lit.)
Formula C6H6N2O2 Boiling Point 284.9 °C at 760 mmHg
Molecular Weight 138.14 Flash Point 126.1 °C
Transport Information UN 1661 6.1/PG 2 Appearance orange solid
Safety 28-36/37-45-61-28A-16-7 Risk Codes 23/24/25-33-52/53-39/23/24/25-11
Molecular Structure Molecular Structure of 88-74-4 (2-Nitroaniline) Hazard Symbols ToxicT, FlammableF
Synonyms

Aniline,o-nitro- (8CI);1-Amino-2-nitrobenzene;1-Nitro-2-aminobenzene;2-Aminonitrobenzene;2-Nitrobenzenamine;2-Nitrophenylamine;Azoene Fast Orange GR Base;Azoene Fast Orange GR Salt;Azofix Orange GR Salt;Azogene Fast Orange GR;Brentamine Fast Orange GR Base;Brentamine Fast OrangeGR Salt;Devol Orange B;Devol Orange Salt B;Fast Orange Base JR;Fast OrangeGR Base;Fast Orange O Base;Fast Orange O Salt;Fast Orange Salt JR;HiltonilFast Orange GR Base;o-Nitroaniline;Hindasol Orange GR Salt;NSC9796;Natasol Fast Orange GR Salt;ONA;Orange Base Ciba II;Orange Base IrgaII;Orange GRS Salt;Orange Salt Ciba II;Orange Salt Irga II;o-Aminonitrobenzene;o-Nitrobenzenamine;o-Nitrophenylamine;

 

2-Nitroaniline Synthetic route

480-96-6

benzofurazan oxide

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With iron(II) sulfate In water; dimethyl sulfoxide Ambient temperature;100%
With HbO2(2+) In phosphate buffer; dimethyl sulfoxide for 1h; pH=7.4;89 % Chromat.
6380-13-8

4-methyl-N-(2-nitrophenyl)benzene sulfonamide

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In 1,2-dichloro-ethane at 25 - 90℃; for 5.5h; Inert atmosphere;99%
88-73-3

2-Chloronitrobenzene

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With ammonium hydroxide at 150 - 220℃; under 90009 - 150015 Torr;98.6%
With ammonium hydroxide at 150 - 220℃; under 90009 - 150015 Torr;98%
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 4h;95%
528-29-0

1,2-Dinitrobenzene

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With hydrogen at 20℃; under 760.051 Torr; for 1h;98%
With hydrogen; 1-(2-benzimidazolyl)-C(CH3)=NH-NHCSNH2-Pd(II) In tetrahydrofuran at 20℃; for 2h; atmospheric pressure;95%
With triethylamine In water at 80℃; for 2h; Inert atmosphere; Green chemistry; chemoselective reaction;95%
552-16-9

ortho-nitrobenzoic acid

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolium azide; sulfuric acid; acetic acid at 54℃; for 4h; Schmidt Reaction;97%
With sodium azide; chloroform; sulfuric acid
With thionyl chloride; hydroxylamine-O-sulfonic acid 1) 1h, reflux, 2) toluene, 2h, reflux; Yield given. Multistep reaction;
552-32-9

o-nitroacetanilide

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol for 0.5h; Product distribution; Further Variations:; Solvents; reaction time; Heating;95%
With sodium hydroxide In ethanol Reflux;80%
With hydrogenchloride; water for 2h; Reflux;77%
577-19-5

2-nitrophenyl bromide

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 130℃; for 6h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;95%
Stage #1: 2-nitrophenyl bromide With copper(l) iodide; D-glucosamine hydrochloride; potassium carbonate In water; acetone at 90℃; for 0.166667h;
Stage #2: With ammonia In water; acetone at 90℃; for 24h;
83%
With ammonium hydroxide; copper(l) iodide; potassium carbonate; 4R-4-hydroxyproline In dimethyl sulfoxide at 70℃; for 24h;78%
95-54-5

1,2-diamino-benzene

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With 1,9-diperoxynonanedioic acid In acetonitrile at 50℃; for 0.5h; Reagent/catalyst;95%
With dihydrogen peroxide; acetonitrile In aq. buffer at 20℃; for 20h; pH=11; Green chemistry;86%
With dihydrogen peroxide; potassium carbonate In water; acetonitrile at 20℃;75%
With sodium peroxide
palladium-carbon In triethylene glycol dimethyl ether
1516-58-1

o-azidonitrobenzene

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
Stage #1: o-azidonitrobenzene With hydrazine hydrate for 0.166667h; Inert atmosphere;
Stage #2: for 4h; Catalytic behavior; Reagent/catalyst; Irradiation; chemoselective reaction;
95%
With methanol; sodium tetrahydroborate In tetrahydrofuran for 1h; Heating;94%
Stage #1: o-azidonitrobenzene With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; tert-butyl alcohol In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With sodium t-butanolate In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; chemoselective reaction;
94%
728-90-5

N-(2-nitrophenyl)benzanilide

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol for 1h; Product distribution; Further Variations:; Solvents; reaction time; Heating;95%
With lithium aluminium tetrahydride In diethyl ether at 27℃; for 1h;66 % Turnov.
58562-47-3

2-(2-nitrophenoxy)propanamide

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 140℃; for 3h; Green chemistry;95%
88-75-5

2-hydroxynitrobenzene

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90 - 150℃; for 4h; Reagent/catalyst; Smiles Aromatic Rearrangement;92%
With ammonia; water at 160 - 170℃;
With sodium tetrahydroborate In water at 20℃;
616-84-2

2-nitroaniline-4-sulfonic acid

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With phosphoric acid In sulfolane at 120℃; Reagent/catalyst; Solvent; Temperature;91%
With hydrogenchloride at 170 - 180℃; Erhitzen des Kaliumsalzes;
With sulfuric acid; water
62-53-3

aniline

A

100-01-6

4-nitro-aniline

B

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With nickel ammonium sulfate; nitric acid In chloroform; water at 20℃; for 4h;A 88%
B 12%
With potassium hydrogensulfate; potassium metaperiodate; silica gel; sodium nitrite In neat (no solvent) for 0.0833333h; Reagent/catalyst; Solvent; Microwave irradiation;A 86%
B n/a
With Iron(III) nitrate nonahydrate at 84.84℃; for 0.25h; regioselective reaction;A 77%
B 23%
609-73-4

o-nitroiodobenzene

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia In water at 25℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction;87%
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 110℃; for 6h; Sealed tube; Inert atmosphere;84%
With acetamidine hydrochloride; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 20h; Inert atmosphere; Green chemistry;82%
1045771-53-6

2-(trimethylsilanyl)ethanesulfonic acid (2-nitrophenyl)amide

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 130℃; for 36h;87%

1-(2-chlorophenyl)-N-(2-nitrophenyl)-1H-tetrazol-5-amine

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 110℃; for 22h;84%
27959-42-8

4-tert-butyl-2-(2-nitrophenylazo)phenol

A

615-15-6

2-Methyl-1H-benzimidazole

B

617-84-5

N-formyldiethylamine

C

3147-76-0

2-(5-tert-butyl-2-hydroxyphenyl)benzotriazole

D

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With carbon monoxide; triethylamine In 1,2-dichloro-benzene at 200℃; under 60800 Torr; for 8h; Further byproducts given;A n/a
B n/a
C 63%
D 82%
1435-71-8

4-methyl-2-(2-nitrophenylazo)phenol

A

615-15-6

2-Methyl-1H-benzimidazole

B

22876-15-9

5-methylbenzo[d]oxazol-2(3H)-one

C

88-74-4

2-nitro-aniline

D

2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With carbon monoxide; triethylamine In 1,2-dichloro-benzene at 200℃; under 60800 Torr; for 8h; Further byproducts given;A n/a
B n/a
C 7%
D 82%
1516-58-1

o-azidonitrobenzene

55520-53-1, 55520-54-2

(3R,4S)-2,3,4,5-Tetraphenyl-3,4-dihydro-2H-[1,2,3]diazaphosphole

A

88-74-4

2-nitro-aniline

51849-78-6, 51849-79-7, 64057-39-2, 64057-40-5

2,3,4r,5-tetraphenyl-3,4-dihydro-2H-[1,2,3]diazaphosphole 3c-oxide

C

C32H27N4O3P

Conditions
ConditionsYield
In benzene for 2h; Ambient temperature;A 20%
B n/a
C 80%
480-96-6

benzofurazan oxide

108-98-5

thiophenol

A

88-74-4

2-nitro-aniline

B

N-(2-nitrophenyl)benzensulphenamide

Conditions
ConditionsYield
With iron(II) sulfate In water; dimethyl sulfoxide for 1.5h; Ambient temperature;A 80%
B 20%
4926-55-0

2-[(2-nitrophenyl)amino]ethanol

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With ammonium hydroxide; sodium sulfite In methanol at 70℃; for 144h;80%
875-51-4

4-Bromo-2-nitroaniline

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With hydrogen bromide; acetic acid; aniline for 19h; Heating;80%
With sodium acetate In ethanol at 30℃; under 600 Torr; for 0.5h; Reagent/catalyst; Temperature; Inert atmosphere;74.6%
1516-58-1

o-azidonitrobenzene

A

88-74-4

2-nitro-aniline

B

95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
Stage #1: o-azidonitrobenzene With hydrazine hydrate for 0.166667h; Inert atmosphere;
Stage #2: for 4h; Irradiation;
A 20%
B 80%
528-29-0

1,2-Dinitrobenzene

A

88-74-4

2-nitro-aniline

B

95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
Stage #1: 1,2-Dinitrobenzene With sodium tetrahydroborate In water at 20℃; for 0.25h; Inert atmosphere; Green chemistry;
Stage #2: In water at 20℃; for 0.75h; Inert atmosphere; Green chemistry;
A 78%
B 15%
With sodium tetrahydroborate; water at 0 - 20℃; for 24h;A 24%
B 53%
With titanium dioxide In ethanol for 1.5h; Irradiation; Green chemistry;A 55 %Chromat.
B 30 %Chromat.
1336-21-6

ammonium hydroxide

609-73-4

o-nitroiodobenzene

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; potassium phosphate tribasic heptahydrate; water; Sucrose In water at 90℃; for 15h; Catalytic behavior; Green chemistry;78%

N-(2-nitrophenyl)-1-phenyl-1H-tetrazol-5-amine

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 110℃; for 22h;78%
610-15-1

2-nitrobenzamide

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With sodium hydroxide; benzyltrimethylazanium tribroman-2-uide In water at 70℃; for 1h;76%
98-95-3

nitrobenzene

A

100-01-6

4-nitro-aniline

B

88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With potassium tert-butylate; N,N-tetramethylene-thiocarbamoyl-sulphenamide In N,N-dimethyl-formamide at 20℃; for 0.333333h; Product distribution; Mechanism; other sulfenamide reagents, other nitroarenes;A 71%
B 14%
With potassium tert-butylate; N,N-tetramethylene-thiocarbamoyl-sulphenamide In N,N-dimethyl-formamide at 20℃; for 0.333333h;A 71%
B 14%
With potassium tert-butylate; N,N-tetramethylene-thiocarbamoyl-sulphenamide In N,N-dimethyl-formamide at 20℃; for 0.333333h;A 71%
B 14%
85-44-9

phthalic anhydride

88-74-4

2-nitro-aniline

34442-94-9

N-(o-nitrophenyl)phthalimide

Conditions
ConditionsYield
In acetic acid at 20℃; for 36h; Heating / reflux;100%
With acetic acid for 24h; Heating;89%
With N,N-dimethyl-formamide for 0.0666667h; microwave irradiation;84%
88-74-4

2-nitro-aniline

98-59-9

p-toluenesulfonyl chloride

6380-13-8

4-methyl-N-(2-nitrophenyl)benzene sulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With pyridine In dichloromethane at 20℃; for 48h;90%
With pyridine In dichloromethane at 20℃; for 16h;75%
88-74-4

2-nitro-aniline

20691-72-9

4-iodo-2-nitroaniline

Conditions
ConditionsYield
With N-iodo-succinimide In acetic acid at 95℃; for 1h;100%
With sodium periodate; potassium iodide; sodium chloride In water; acetic acid at 25℃; for 8h;98%
With sodium periodate; sulfuric acid; iodine; potassium iodide; sodium sulfite In water; acetic acid at 25℃; for 4h; Reagent/catalyst;98%
88-74-4

2-nitro-aniline

365-33-3

2-nitrobenzenediazonium tetrafluoroborate

Conditions
ConditionsYield
Stage #1: 2-nitro-aniline With boron trifluoride diethyl etherate In dichloromethane at -15℃; for 0.25h;
Stage #2: With tert.-butylnitrite In dichloromethane at -15 - 0℃; for 1h;
100%
With tert.-butylnitrite; boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃;95%
With dinitrogen tetraoxide; benzene entsteht das Nitrat;
88-74-4

2-nitro-aniline

95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With hydrazine hydrate at 90℃; for 1.16667h; chemoselective reaction;100%
With hydrazine hydrate In ethanol; water at 80℃; for 3h; chemoselective reaction;100%
With sodium tetrahydroborate In water for 0.116667h; Kinetics; Catalytic behavior; Reagent/catalyst;100%
372-09-8

cyanoacetic acid

88-74-4

2-nitro-aniline

65372-22-7

2-cyano-N-[2-(nitro)phenyl]acetamide

Conditions
ConditionsYield
Stage #1: cyanoacetic acid With phosphorus pentachloride In dichloromethane for 0.5h; Reflux;
Stage #2: 2-nitro-aniline In dichloromethane for 2h; Reflux;
100%
With dicyclohexyldiimide In N,N-dimethyl-formamide for 1h; Ambient temperature;74%
With phosphorus pentachloride In benzene
96125-49-4

methyl trans-3-(4-methoxyphenyl)glycidate

88-74-4

2-nitro-aniline

100597-06-6, 100597-07-7

2-Hydroxy-3-(4-methoxy-phenyl)-3-(2-nitro-phenylamino)-propionic acid methyl ester

Conditions
ConditionsYield
zinc(II) iodide In toluene at 22℃; for 21h; Product distribution; various solvents, additives, temperatures, times;100%
zinc(II) iodide In toluene at 22℃; for 21h;100%
24424-99-5

di-tert-butyl dicarbonate

88-74-4

2-nitro-aniline

54614-93-6

(2-nitro-phenyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: 2-nitro-aniline With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.666667h;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃; for 1h;
100%
With 12-TPA/SBA 15 at 20℃; for 0.1h; Neat (no solvent);97%
Stage #1: 2-nitro-aniline With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.666667h;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃; for 2h;
96%
88-74-4

2-nitro-aniline

1710-98-1

p-tert-butyl benzoyl chloride

219492-27-0

N-(2-nitrophenyl)-4-(1,1-dimethylethyl)-benzamide

Conditions
ConditionsYield
With pyridine Acylation;100%
With pyridine In dichloromethane Acylation;
64-19-7

acetic acid

88-74-4

2-nitro-aniline

615-15-6

2-Methyl-1H-benzimidazole

Conditions
ConditionsYield
With tin(ll) chloride at 130℃; for 0.0833333h; microwave;100%
With hydrogenchloride; iron In water at 70 - 100℃;
694-80-4

2-bromo-1-chlorobenzene

88-74-4

2-nitro-aniline

74002-26-9

N-(2-chlorophenyl)-N-(2-nitrophenyl)amine

Conditions
ConditionsYield
With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0) In toluene at 120℃; for 24h; Buchwald-Hartwig coupling; Inert atmosphere;100%
With caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene Buchwald-Hartwig reaction;99%
With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0) In toluene at 120℃; Inert atmosphere;86%
With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium (0) In toluene at 110℃; for 30h;65%
88-74-4

2-nitro-aniline

76-05-1

trifluoroacetic acid

312-73-2

2-Trifluoromethylbenzimidazole

Conditions
ConditionsYield
With tin(ll) chloride at 130℃; for 0.0833333h; microwave;100%
32315-10-9

bis(trichloromethyl) carbonate

88-74-4

2-nitro-aniline

3320-86-3

2-nitrophenyl isocyanate

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
In toluene for 3h; Heating;
In dichloromethane at 0℃; for 0.5h;
287-92-3

Cyclopentane

201230-82-2

carbon monoxide

88-74-4

2-nitro-aniline

C6H9ONHC6H4NO2

Conditions
ConditionsYield
With aluminum tri-bromide at -20℃;100%
Stage #1: Cyclopentane; carbon monoxide With aluminum tri-bromide; carbon tetrabromide In various solvent(s) at 0℃; under 760.051 Torr; for 4h;
Stage #2: 2-nitro-aniline In various solvent(s) at -20 - 20℃; under 760.051 Torr; Further stages.;
100 % Chromat.
Stage #1: Cyclopentane; carbon monoxide With 2AlBr3*CBr4 In dibromomethane
Stage #2: 2-nitro-aniline In dibromomethane at 0℃; for 2h; chemoselective reaction;
97 %Chromat.
39098-97-0

2-thienylacetic acid chloride

88-74-4

2-nitro-aniline

C12H10N2O3S

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;100%
15568-85-1

5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione

88-74-4

2-nitro-aniline

25063-47-2

2,2-dimethyl-5-((2-nitrophenylamino)methylene)-1,3-dioxane-4,6-dione

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.25h;100%
88-74-4

2-nitro-aniline

100-51-6

benzyl alcohol

716-79-0

2-phenyl-1H-benzoimidazole

Conditions
ConditionsYield
With palladium with copper supported on alumina In water at 179.84℃; under 26252.6 Torr; for 12h; Autoclave;100%
With JRC-TIO-7-supported iridium catalyst In 1,3,5-trimethyl-benzene at 80℃; for 18h; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique;99%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In toluene at 160℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Schlenk technique; Inert atmosphere; Sealed tube;97%
88-74-4

2-nitro-aniline

762-42-5

dimethyl acetylenedicarboxylate

C12H12N2O6

Conditions
ConditionsYield
at 20℃; for 0.133333h; Milling; Inert atmosphere;100%
88-74-4

2-nitro-aniline

89-63-4

4-Chloro-2-nitroaniline

Conditions
ConditionsYield
With N-chloro-N-(benzenesulfonyl)benzenesulfonamide In acetonitrile at 20 - 25℃; for 0.0833333h; Green chemistry;99.2%
With copper dichloride; 1-hexyl-3-methylimidazol-1-ium chloride at 40℃; for 16h; regioselective reaction;85%
With N-chloro-succinimide In acetonitrile for 10h; Heating;57%
Multi-step reaction with 2 steps
1: diethyl ether; hypochlorous acid / 20 °C
2: hydrochloric acid; diethyl ether / -20 °C
View Scheme
98-88-4

benzoyl chloride

88-74-4

2-nitro-aniline

728-90-5

N-(2-nitrophenyl)benzanilide

Conditions
ConditionsYield
With triethylamine; dmap In dichloromethane at 0 - 20℃; for 18h;99%
With pyridine at 25℃; for 15h;97%
With pyridine; dmap93%
88-74-4

2-nitro-aniline

75-36-5

acetyl chloride

552-32-9

o-nitroacetanilide

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃;99%
With montmorillonite K-10 In dichloromethane for 1.5h; Ambient temperature;98%
With carbon-silica composite from starch (7.5 molpercent SO3H) at 60℃; for 0.75h; solvent-free conditions;95%
88-74-4

2-nitro-aniline

875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide In methanol at 0 - 20℃; for 12h;99%
With HMTAB In dichloromethane at 20℃; for 0.5h;98%
With 1-butyl-3-methylpyridinium tribromide at 20℃;98%
88-74-4

2-nitro-aniline

827-23-6

2,4-dibromo-6-nitroaniline

Conditions
ConditionsYield
With bromine In methanol; dichloromethane at 20℃; for 1h;99%
With bromine; acetic acid at 45℃; for 4h;98%
With bromine; acetic acid at 45℃; for 4h;98%
55557-13-6

3-methylbutyric acid trimethylsilyl ester

88-74-4

2-nitro-aniline

150783-30-5

3-methyl-2'-nitrobutananilide

Conditions
ConditionsYield
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature;99%
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature;99%
88-74-4

2-nitro-aniline

1493-27-2

ortho-nitrofluorobenzene

18264-71-6

bis(2-nitrophenyl)amine

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 120℃; for 36h;99%
With potassium carbonate In dimethyl sulfoxide at 120℃; for 36h; Inert atmosphere;95%
With potassium carbonate In dimethyl sulfoxide at 130℃; for 20h; Inert atmosphere; Schlenk technique;94%
88-74-4

2-nitro-aniline

123-54-6

acetylacetone

24756-10-3

3-(2-(2-nitrophenyl)hydrazineylidene)pentane-2,4-dione

Conditions
ConditionsYield
Stage #1: 2-nitro-aniline With hydrogenchloride; sodium nitrite
Stage #2: acetylacetone With sodium hydroxide; sodium acetate In methanol; water at 0 - 20℃; for 1h; Further stages.;
99%
Stage #1: 2-nitro-aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: acetylacetone With sodium acetate In methanol; water at 20℃;
87%
Stage #1: 2-nitro-aniline With hydrogenchloride; sodium hydroxide; sodium nitrite In water at -0.16℃;
Stage #2: acetylacetone In water at -0.16℃; for 1h;
79%
With hydrogenchloride; sodium acetate; sodium nitrite 1.) water, 0 deg C, 2.) acetone, 6 h; Multistep reaction;
Stage #1: 2-nitro-aniline With hydrogenchloride; sodium nitrite at 0℃; for 0.5h;
Stage #2: acetylacetone With sodium acetate In ethanol; water at 0 - 20℃; for 3h; Further stages.;
88-74-4

2-nitro-aniline

135-19-3

β-naphthol

6410-09-9

1-[(2-nitrophenyl)azo]-2-naphthalenol

Conditions
ConditionsYield
Stage #1: 2-nitro-aniline With sulfuric acid; sodium nitrite In water at 20℃; for 0.333333h;
Stage #2: β-naphthol In water at 20℃; for 2h;
99%
Stage #1: 2-nitro-aniline With hydrogenchloride; sodium nitrite In water at 0 - 20℃; for 4.25h;
Stage #2: With aminosulfonic acid In water at 0℃; for 1h;
Stage #3: β-naphthol In ethanol; water at 20℃; for 19.5h;
93%
Stage #1: 2-nitro-aniline With sodium nitrite In water at 20℃; Milling; Green chemistry;
Stage #2: β-naphthol In water at 20℃; for 0.5h; Milling; Green chemistry;
83%
88-74-4

2-nitro-aniline

292638-85-8

acrylic acid methyl ester

39228-29-0

(E)-methyl 2-nitrocinnamate

Conditions
ConditionsYield
With tert.-butylnitrite; methanesulfonic acid; palladium diacetate; methoxybenzene In methanol at 0 - 25℃; for 48h; Reagent/catalyst; Heck Reaction;99%
Stage #1: 2-nitro-aniline With tert.-butylnitrite In methanol at 0℃; for 0.5h;
Stage #2: acrylic acid methyl ester With methanesulfonic acid; palladium diacetate In methanol at 0 - 25℃; Heck-Matsuda reaction;
98%
Stage #1: 2-nitro-aniline With tert.-butylnitrite In methanol at 0℃; for 0.5h; Heck-Matsuda reaction;
Stage #2: acrylic acid methyl ester With methanesulfonic acid; palladium diacetate In methanol at 0 - 25℃; for 48h; Heck-Matsuda reaction;
98%
100-52-7

benzaldehyde

88-74-4

2-nitro-aniline

716-79-0

2-phenyl-1H-benzoimidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 20℃; under 7500.75 Torr; for 20h; Catalytic behavior; Activation energy; Reagent/catalyst; Temperature; Autoclave; Green chemistry;99%
With hydrogen In ethyl acetate at 60℃; under 7500.75 Torr; for 20h; Reagent/catalyst; Solvent; Pressure; Time; Temperature;99%
Stage #1: benzaldehyde; 2-nitro-aniline In 1,4-dioxane; water at 90℃; for 0.0833333h;
Stage #2: With formic acid In 1,4-dioxane; water at 90℃; for 8h; Temperature; Sealed tube;
96%

2-Nitroaniline Chemical Properties

IUPAC Name: 2-Nitroaniline
Synonyms of o-Nitroaniline (CAS NO.88-74-4): Aniline, o-nitro- ; Benzenamine, 2-nitro- ; o-Nitroaniline ; UN1661 ; o-Nitroaniline [UN1661] [Poison]
CAS NO: 88-74-4
Classification Code: Mutation data
Molecular Formula: C6H6N2O2
Molecular Weight: 138.124
Molecular Structure:

Melting Point: 70-73 °C
Polar Surface Area: 71.84 Å2
Index of Refraction: 1.634
Molar Refractivity: 37.03 cm3
Molar Volume: 103.5 cm3
Surface Tension: 60.3 dyne/cm
Density: 1.333 g/cm3
Flash Point: 126.1 °C
Enthalpy of Vaporization: 52.4 kJ/mol
Boiling Point: 284.9 °C at 760 mmHg
Vapour Pressure: 0.00289 mmHg at 25°C

2-Nitroaniline Uses

  o-Nitroaniline (CAS NO.88-74-4) is rubber antioxidant MB, pesticides carbendazim, light stabilizer UV-P intermediates.It can be used as the goods azoic dyes for color-based (orange-GC), and other dye intermediates, can be used to hand Cotton fabric dyeing, the system could Color Yield amylin.

2-Nitroaniline Production

Adding ortho-nitrochlorobenzene into the filled with a certain concentration of ammonia Autoclave at 185-190 °C, 4-4.5 MPa for ammonia solution, o-nitroaniline crude via cooling and crystallization, filtration, derived products.

2-Nitroaniline Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 750mg/kg (750mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
guinea pig LD50 oral 2350mg/kg (2350mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Voprosy Kommunal'noi Gigieny. Problems of Communal Hygiene. Vol. 6, Pg. 89, 1966.
mammal (species unspecified) LD50 unreported 9441mg/kg (9441mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(6), Pg. 22, 1983.
mouse LD50 oral 1070mg/kg (1070mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981.
quail LD50 oral 750mg/kg (750mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
rat LC50 inhalation > 2529mg/m3/4H (2529mg/m3) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION National Technical Information Service. Vol. OTS0558766,
rat LD50 oral 1600mg/kg (1600mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Voprosy Kommunal'noi Gigieny. Problems of Communal Hygiene. Vol. 6, Pg. 89, 1966.
rat LDLo intraperitoneal 800mg/kg (800mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 91, 1982.

2-Nitroaniline Consensus Reports

Reported in EPA TSCA Inventory.

2-Nitroaniline Safety Profile

Hazard Symbols of o-Nitroaniline (CAS NO.88-74-4): ToxicT  
Risk Codes: 23/24/25-33-52/53-39-11
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R33:Danger of cumulative effects.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R39:Danger of very serious irreversible effects.
R11:Highly flammable.
Safety Description: S28;S36/37;S45;S61 
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.
Transport Information: UN 1661
A poison. Moderately toxic by ingestion. Mildly toxic by skin contact. Mutation data reported. Mixtures with magnesium are hypergolic on contact with nitric acid. Forms extremely explosive addition compounds with hexanitroethane. Vigorous reaction with sulfuric acid above 200°C. When heated to decomposition it emits toxic fumes of NOx. See also m-NITROANILINE, p-NITROANILINE, and ANILINE DYES.

2-Nitroaniline Standards and Recommendations

DOT Classification:  6.1; Label: Poison

2-Nitroaniline Specification

Handling: Do not get in eyes, on skin, or on clothing. Do not breathe vapor. Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use only with adequate ventilation or respiratory protection.
Storage: Store protected from light. Store in a cool, dry, well-ventilated area away from incompatible substances. Store in a tightly closed container.

Please post your buying leads,so that our qualified suppliers will soon contact you!
*Required Fields