2-Amino-4-nitrophenol supplier

Name
2-Amino-4-nitrophenol
EINECS 202-767-9
CAS No. 99-57-0
Article Data57
CAS DataBase
Density 1.511 g/cm³
Solubility slightly soluble in water
Melting Point 140-143 °C(lit.)
Formula C₆H₆N₂O₃
Boiling Point 368.1 °C at 760 mmHg
Molecular Weight 156.141
Flash Point 176.4 °C
Transport Information
Appearance ochre crystalline powder
Safety 26-45-36/37/39-36
Risk Codes 36/37/38-68-43-40-20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms Phenol, 2-amino-4-nitro-;3-Amino-4-hydroxynitrobenzene;1-Hydroxy-2-amino-4-nitrobenzene;1-Amino-2-hydroxy-5-nitrobenzene;1-Nitro-3-amino-4-hydroxybenzene;2-Hydroxy-5-nitroaniline;2-Amino-4-nitro-phenolate;2-Amino-4-nitrophenol；2-Hydroxy-5-nitroaniline; 3-Amino-4-hydroxynitrobenzene;p-nitro-o-aminophenol;
PSA 92.07000
LogP 1.98700

Synthetic route

: 51-28-5
2,4-Dinitrophenol

: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With hydrazine hydrate at 90℃; for 18h;	98%
With hydrazine hydrate In water at 110℃; Sealed tube; Green chemistry;	95%
With hydrazine hydrate In isopropyl alcohol at 110℃; for 0.25h; Catalytic behavior; Sealed tube; chemoselective reaction;	94%

: 1011-73-0
sodium 2,4-dinitrophenoxide

: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen at 70℃; under 4500.45 Torr; for 2h; Temperature; Pressure; Time; Autoclave;	97.1%

: 1604034-83-4
C6H7BN2O4

: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With iron(III) oxide; oxygen In tetrahydrofuran at 20℃; Irradiation;	95%

: 51-28-5
2,4-Dinitrophenol

A: 119-34-6
4-amino-2-nitrophenol

B: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 4h;	A 7% B 92%
With hydrogen; iron; acetic acid; palladium dichloride In ethanol at 20 - 25℃; under 258.6 - 2327.2 Torr;	A n/a B 79%
With sodium hydroxide; sodium disulfide
With sodium sulfide; 5-hydroxynaphtho-1,4-quinone; water In methanol; phosphate buffer for 12h; pH=2.5; Reduction;

: 95-55-6
2-amino-phenol

: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With nickel ammonium sulfate; nitric acid In chloroform; water at 20℃; for 3h;	92%
Multi-step reaction with 2 steps 2: HNO3+H2SO4 / <0 / beim Kochen des Reaktionsprodukts mit Salzsaeure View Scheme
With sulfuric acid; nitric acid In chloroform at 8 - 12℃; Solvent; Temperature; Large scale;	830 kg

: 33354-58-4
2-azido-4-nitrophenol

: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With ammonium hydroxide at 90℃; for 2.41667h;	78%

: 1-phenyl-2-(piperidin-1-yl)ethanone O-(2,4-dinitrophenyl)oxime

A: 51-28-5
2,4-Dinitrophenol

B: 99-57-0
2-hydroxy-5-nitroaniline

C: 3649-46-5
2-Phenyl-5,6,7,8-tetrahydro-imidazo<1,2-a>pyridin

Conditions

Conditions	Yield
In dimethyl sulfoxide at 25℃; for 5h; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation;	A 33% B 22% C 75%

...Expand

: 99-56-9
4-Nitrophenylene-1,2-diamine

: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With water; sodium hydroxide at 100℃; for 4h;	65%

: 95-55-6
2-amino-phenol

A: 603-87-2
2-amino-6-nitrophenol

B: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With sulfuric acid; aminosulfonic acid; nitric acid at 0℃; for 0.5h;	A 26% B 44%

: 369-36-8
6-fluoro-3-nitroaniline

: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With sodium hydroxide for 72h; Heating;	30%

: 95-21-6
2-methyl-1,3-benzoxazole

A: 99-57-0
2-hydroxy-5-nitroaniline

B: 121-88-0
2-Amino-5-nitrophenol

Conditions

Conditions	Yield
With sulfuric acid; nitric acid beim Kochen des Reaktionsprodukts mit Salzsaeure;

: 1516-59-2
3-nitrophenyl azide

A: 119-34-6
4-amino-2-nitrophenol

B: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With sulfuric acid

: 51-28-5
2,4-Dinitrophenol

: 7783-06-4
hydrogen sulfide

: 7664-41-7
ammonia

: 99-57-0
2-hydroxy-5-nitroaniline

...Expand

: 51-28-5
2,4-Dinitrophenol

alkaline aqueous Na2S: alkaline aqueous Na2S

: 99-57-0
2-hydroxy-5-nitroaniline

: 51-28-5
2,4-Dinitrophenol

: 7732-18-5
water

hydrogen: hydrogen

nickel: nickel

: 99-57-0
2-hydroxy-5-nitroaniline

...Expand

: 51-28-5
2,4-Dinitrophenol

: 7732-18-5
water

sulfur dioxide: sulfur dioxide

iron turnings: iron turnings

: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
at 80 - 90℃;

...Expand

: 51-28-5
2,4-Dinitrophenol

vanadium compound: vanadium compound

: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
bei der elektrolytischen Reduktion;

m-nitro-diazobenzeneimide: m-nitro-diazobenzeneimide

A: 119-34-6
4-amino-2-nitrophenol

B: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
With sulfuric acid

: 7664-93-9
sulfuric acid

: 1516-59-2
3-nitrophenyl azide

A: 119-34-6
4-amino-2-nitrophenol

B: 99-57-0
2-hydroxy-5-nitroaniline

...Expand

: 100-17-4
para-methoxynitrobenzene

A: 104-94-9
4-methoxy-aniline

B: 99-57-0
2-hydroxy-5-nitroaniline

C: 99-59-2
3-amino-4-methoxynitrobenzene

Conditions

Conditions	Yield
With 3,5-dinitrobenzoic acid; ammonia In water-d2; acetonitrile UV-irradiation;

...Expand

: 88-75-5
2-hydroxynitrobenzene

: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Na2S2O4; NaOH-solution / <30 3: HNO3+H2SO4 / <0 / beim Kochen des Reaktionsprodukts mit Salzsaeure View Scheme

: 51-28-5
2,4-Dinitrophenol

A: 100-02-7
4-nitro-phenol

B: 3316-09-4
1,2-dihydroxy-4-nitrobenzene

C: C6H4N2O4

D: C12H8N4O7

E: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
In isopropyl alcohol Mechanism; Irradiation;

...Expand

: 97-00-7
1-chloro-2,4-dinitro-benzene

A: 51-28-5
2,4-Dinitrophenol

B: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: triethylamine / acetone / 25 °C / Inert atmosphere 2: hydrazine hydrate / methanol; dichloromethane / 8 h / 0 °C / Inert atmosphere 3: hydrogenchloride / ethanol / 25 °C / Inert atmosphere 4: sodium carbonate / dichloromethane / 2 h / 25 °C / Inert atmosphere 5: dimethyl sulfoxide / 5 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube; Irradiation View Scheme

Yield

Multi-step reaction with 5 steps
1: triethylamine / acetone / 25 °C / Inert atmosphere
2: hydrazine hydrate / methanol; dichloromethane / 8 h / 0 °C / Inert atmosphere
3: hydrogenchloride / ethanol / 25 °C / Inert atmosphere
4: sodium carbonate / dichloromethane / 2 h / 25 °C / Inert atmosphere
5: dimethyl sulfoxide / 5 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube; Irradiation
View Scheme

: 60506-35-6
2-(2,4-dinitrophenoxy)-1H-isoindole-1,3(2H)-dione

A: 51-28-5
2,4-Dinitrophenol

B: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrazine hydrate / methanol; dichloromethane / 8 h / 0 °C / Inert atmosphere 2: hydrogenchloride / ethanol / 25 °C / Inert atmosphere 3: sodium carbonate / dichloromethane / 2 h / 25 °C / Inert atmosphere 4: dimethyl sulfoxide / 5 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube; Irradiation View Scheme

: 17508-17-7
O-(2,4-dinitrophenyl)hydroxylamine

A: 51-28-5
2,4-Dinitrophenol

B: 99-57-0
2-hydroxy-5-nitroaniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride / ethanol / 25 °C / Inert atmosphere 2: sodium carbonate / dichloromethane / 2 h / 25 °C / Inert atmosphere 3: dimethyl sulfoxide / 5 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube; Irradiation View Scheme

: 2-bromo-1-phenylethanone O-(2,4-dinitro-phenyl)oxime

A: 51-28-5
2,4-Dinitrophenol

B: 99-57-0
2-hydroxy-5-nitroaniline

C: 3649-46-5
2-Phenyl-5,6,7,8-tetrahydro-imidazo<1,2-a>pyridin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium carbonate / dichloromethane / 2 h / 25 °C / Inert atmosphere 2: dimethyl sulfoxide / 5 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube; Irradiation View Scheme

...Expand

: 603-87-2
2-amino-6-nitrophenol

A: 99-57-0
2-hydroxy-5-nitroaniline

B: 121-88-0
2-Amino-5-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: triethylamine / 1,2-dichloro-ethane / 65 - 75 °C / Large scale 2.1: hydrogen; platinum on activated charcoal / 1,2-dichloro-ethane / 55 - 65 °C / 4500.45 - 6000.6 Torr / Large scale 3.1: sulfuric acid; sodium nitrite; copper(II) sulfate / isopropyl alcohol; ethyl acetate / Heating; Large scale 4.1: sulfuric acid; nitric acid / dichloromethane / 35 - 45 °C / Large scale 4.2: 100 - 105 °C / 1125.11 - 1875.19 Torr / pH 8 / Large scale View Scheme

Yield

Multi-step reaction with 4 steps
1.1: triethylamine / 1,2-dichloro-ethane / 65 - 75 °C / Large scale
2.1: hydrogen; platinum on activated charcoal / 1,2-dichloro-ethane / 55 - 65 °C / 4500.45 - 6000.6 Torr / Large scale
3.1: sulfuric acid; sodium nitrite; copper(II) sulfate / isopropyl alcohol; ethyl acetate / Heating; Large scale
4.1: sulfuric acid; nitric acid / dichloromethane / 35 - 45 °C / Large scale
4.2: 100 - 105 °C / 1125.11 - 1875.19 Torr / pH 8 / Large scale
View Scheme

: 573-56-8
2,6-dinitrophenol

A: 99-57-0
2-hydroxy-5-nitroaniline

B: 121-88-0
2-Amino-5-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: palladium on activated charcoal; hydrogen / 1,2-dichloro-ethane / 35 - 40 °C / 1500.15 - 4500.45 Torr / Large scale 2.1: triethylamine / 1,2-dichloro-ethane / 65 - 75 °C / Large scale 3.1: hydrogen; platinum on activated charcoal / 1,2-dichloro-ethane / 55 - 65 °C / 4500.45 - 6000.6 Torr / Large scale 4.1: sulfuric acid; sodium nitrite; copper(II) sulfate / isopropyl alcohol; ethyl acetate / Heating; Large scale 5.1: sulfuric acid; nitric acid / dichloromethane / 35 - 45 °C / Large scale 5.2: 100 - 105 °C / 1125.11 - 1875.19 Torr / pH 8 / Large scale View Scheme

Yield

Multi-step reaction with 5 steps
1.1: palladium on activated charcoal; hydrogen / 1,2-dichloro-ethane / 35 - 40 °C / 1500.15 - 4500.45 Torr / Large scale
2.1: triethylamine / 1,2-dichloro-ethane / 65 - 75 °C / Large scale
3.1: hydrogen; platinum on activated charcoal / 1,2-dichloro-ethane / 55 - 65 °C / 4500.45 - 6000.6 Torr / Large scale
4.1: sulfuric acid; sodium nitrite; copper(II) sulfate / isopropyl alcohol; ethyl acetate / Heating; Large scale
5.1: sulfuric acid; nitric acid / dichloromethane / 35 - 45 °C / Large scale
5.2: 100 - 105 °C / 1125.11 - 1875.19 Torr / pH 8 / Large scale
View Scheme

: 28955-71-7
4-nitrobenzo[d]oxazol-2(3H)-one

A: 99-57-0
2-hydroxy-5-nitroaniline

B: 121-88-0
2-Amino-5-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogen; platinum on activated charcoal / 1,2-dichloro-ethane / 55 - 65 °C / 4500.45 - 6000.6 Torr / Large scale 2.1: sulfuric acid; sodium nitrite; copper(II) sulfate / isopropyl alcohol; ethyl acetate / Heating; Large scale 3.1: sulfuric acid; nitric acid / dichloromethane / 35 - 45 °C / Large scale 3.2: 100 - 105 °C / 1125.11 - 1875.19 Torr / pH 8 / Large scale View Scheme

Yield

Multi-step reaction with 3 steps
1.1: hydrogen; platinum on activated charcoal / 1,2-dichloro-ethane / 55 - 65 °C / 4500.45 - 6000.6 Torr / Large scale
2.1: sulfuric acid; sodium nitrite; copper(II) sulfate / isopropyl alcohol; ethyl acetate / Heating; Large scale
3.1: sulfuric acid; nitric acid / dichloromethane / 35 - 45 °C / Large scale
3.2: 100 - 105 °C / 1125.11 - 1875.19 Torr / pH 8 / Large scale
View Scheme

: 79-04-9
chloroacetyl chloride

: 99-57-0
2-hydroxy-5-nitroaniline

: 81721-87-1
6-nitro-4H-benzo[1,4]oxazin-3-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	100%
With sodium hydrogencarbonate In water; 4-methyl-2-pentanone at 0℃; Heating / reflux;	100%
Stage #1: 2-hydroxy-5-nitroaniline With sodium hydrogencarbonate In water at 0℃; for 0.5h; Stage #2: chloroacetyl chloride In water Reflux;	95%

: 99-57-0
2-hydroxy-5-nitroaniline

: 4693-91-8
4-methoxyphenyl-acetic chloride

: N-(2-hydroxy-5-nitro-phenyl)-2-(4-methoxy-phenyl)-acetamide

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 0 - 20℃; for 2h;	100%

: 118-75-2
chloranil

: 99-57-0
2-hydroxy-5-nitroaniline

: 32624-06-9
8-nitro-1,2,4-trichloro-3H-phenoxazin-3-one

Conditions

Conditions	Yield
With sodium acetate In ethanol for 24h;	99%
With sodium acetate In ethanol
With ethanol; sodium acetate at 25℃;

: 530-62-1
1,1'-carbonyldiimidazole

: 99-57-0
2-hydroxy-5-nitroaniline

: 3889-13-2
5-nitro-3H-benzooxazol-2-one

Conditions

Conditions	Yield
In tetrahydrofuran for 2h; Reflux;	99%
In tetrahydrofuran for 3h; Reflux;	99%
In dichloromethane at 20℃; for 24h; Inert atmosphere;	96%

: 407-25-0
trifluoroacetic anhydride

: 99-57-0
2-hydroxy-5-nitroaniline

: 170363-62-9
N-(2'-hydroxy-5'-nitrophenyl)trifluoroacetamide

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 20℃; for 16h;	99%

: 98-01-1
furfural

: 99-57-0
2-hydroxy-5-nitroaniline

: 890657-56-4
2-(2'-furylmethyl)amino-4-nitrophenol

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃;	98%

: 110-13-4
2,5-hexanedione

: 99-57-0
2-hydroxy-5-nitroaniline

: 1-(2’-hydroxy-5’-nitrophenyl)-2,5-dimethyl-1H-pyrrole

Conditions

Conditions	Yield
With Cl(1-)C5H14NO(1+)3ZnCl2 In neat (no solvent) for 0.166667h; Paal-Knorr Pyrrole Synthesis; Sealed tube; Sonication; Green chemistry;	98%
With MIL-53(Al) In neat (no solvent) at 80℃; for 0.25h; Paal-Knorr Pyrrole Synthesis; Sonication;	98%
With nano-Fe3O4 immoblized lewis acidic ionic liquid In neat (no solvent) at 20℃; for 0.75h; Paal-Knorr Pyrrole Synthesis; Sonication;	63%

: 4834-98-4
1,12-dodecanedioyl dichloride

: 99-57-0
2-hydroxy-5-nitroaniline

: C24H30N4O8

Conditions

Conditions	Yield
With lithium chloride In 1-methyl-pyrrolidin-2-one; water; isopropyl alcohol at 20℃; for 1h; Inert atmosphere; Cooling with ice;	98%

: 100-52-7
benzaldehyde

: 99-57-0
2-hydroxy-5-nitroaniline

: 3230-49-7
2-hydroxy-5-nitro-N-benzylideneaniline

Conditions

Conditions	Yield
In methanol for 1h;	97.2%
In water at 140℃; for 3.5h; Temperature; High pressure;	64.5%

: 64-18-6
formic acid

: 99-57-0
2-hydroxy-5-nitroaniline

: 70886-35-0
N-(2-hydroxy-5-nitrophenyl)formamide

Conditions

Conditions	Yield
Stage #1: formic acid With acetic anhydride at 70℃; for 2h; Stage #2: 2-hydroxy-5-nitroaniline In tetrahydrofuran at 20℃; for 3h;	97%
Stage #1: formic acid With acetic anhydride at 70℃; for 2h; Stage #2: 2-hydroxy-5-nitroaniline In tetrahydrofuran at 20℃; for 3h;	97%
With sodium formate for 2.5h; Heating;	94%
With pyridine; acetic anhydride at 20℃; for 18h;

: 141-75-3
butyryl chloride

: 99-57-0
2-hydroxy-5-nitroaniline

: 199929-62-9
N-(2'-hydroxy-5'-nitrophenyl)butyramide

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran Heating;	97%
With pyridine In tetrahydrofuran for 60h; Heating;	97%
With 4-methyl-morpholine In dichloromethane at 0℃; for 0.5h;	72%

: 140-89-6
potassium ethyl xanthogenate

: 99-57-0
2-hydroxy-5-nitroaniline

: 22876-21-7
2-mercapto-5-nitrobenzo[d]oxazole

Conditions

Conditions	Yield
With hydrogenchloride In ethanol	97%
In ethanol for 12h; Reflux;	97%
In methanol for 6h; Reflux;	94%

: 1659-31-0
2,2'-dipyridyl carbonate

: 99-57-0
2-hydroxy-5-nitroaniline

: 3889-13-2
5-nitro-3H-benzooxazol-2-one

Conditions

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	96%

: tris(tert-butylthio)cyclopropenylium perchlorate

: 99-57-0
2-hydroxy-5-nitroaniline

: 124552-85-8
(Z)-2-<1',2',-bis(tert-butylthio)vinyl>-5-nitrobenzoxazole

Conditions

Conditions	Yield
In methanol for 2h; Ambient temperature;	96%

: 98-88-4
benzoyl chloride

: 99-57-0
2-hydroxy-5-nitroaniline

: 891-43-0
5-nitro-2-phenylbenzo[d]oxazole

Conditions

Conditions	Yield
With Al-Cu-Cl- hydrotalcite at 60℃; for 1h;	96%
Heating;	94%
In 1,4-dioxane at 210℃; for 0.25h; microwave;	90%

: 108-24-7
acetic anhydride

: 99-57-0
2-hydroxy-5-nitroaniline

: 32046-51-8
2-methyl-5-nitro-1,3-benzoxazole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 100℃; Acetylation; cyclization;	96%
With toluene-4-sulfonic acid In toluene at 50 - 120℃; for 3h;
Stage #1: acetic anhydride; 2-hydroxy-5-nitroaniline In toluene for 1h; Reflux; Stage #2: With toluene-4-sulfonic acid In toluene for 5h; Dean-Stark;	8 g

: 99-57-0
2-hydroxy-5-nitroaniline

: 339274-36-1
S-tert-butyl cyclohexylcarbamoylthioacetate

: N-cyclohexyl-malonamic acid 2-(2-cyclohexylcarbamoyl-acetylamino)-4-nitro-phenyl ester

Conditions

Conditions	Yield
With silver trifluoroacetate In tetrahydrofuran at 20℃;	96%

: 99-57-0
2-hydroxy-5-nitroaniline

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 4-{(E)-[(2-hydroxy-5-nitrophenyl)imino]methyl}benzene-1,3-diol

Conditions

Conditions	Yield
In methanol at 20℃;	96%

: 95-92-1
oxalic acid diethyl ester

: 99-57-0
2-hydroxy-5-nitroaniline

: 5-nitrobenzo[d]oxazole-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium docusate In water at 60℃; for 2.5h; Reagent/catalyst;	96%

: 108-24-7
acetic anhydride

: 99-57-0
2-hydroxy-5-nitroaniline

: 97-60-9
2-acetamido-4-nitrophenol

Conditions

Conditions	Yield
In water at 60℃;	95%
With toluene-4-sulfonic acid In toluene at 100℃;	82%
for 0.00277778h; Green chemistry;	56%
With acetic acid
at 25℃;

: 140-89-6
potassium ethyl xanthogenate

: 99-57-0
2-hydroxy-5-nitroaniline

: 22876-21-7
4-nitro-1,3-benzoaxazolidine-2-thione

Conditions

Conditions	Yield
With acetic acid In ethanol for 4.5h; pH=5; Reflux;	95%
In ethanol Reflux;	95%
In pyridine at 120℃; for 16h;	84%
Stage #1: potassium ethyl xanthogenate; 2-hydroxy-5-nitroaniline In pyridine for 1h; Heating / reflux; Stage #2: With hydrogenchloride In pyridine; water	79%

: 141-75-3
butyryl chloride

: 99-57-0
2-hydroxy-5-nitroaniline

: 477559-71-0
2-butyrylamino-4-nitrophenylbutanoate

Conditions

Conditions	Yield
With triethanolamine In CH2C2; dichloromethane	95%

: 122-51-0
orthoformic acid triethyl ester

: 99-57-0
2-hydroxy-5-nitroaniline

: 70886-33-8
5-nitro-benzooxazole

Conditions

Conditions	Yield
at 160℃; for 4h;	95%
With 1,1'-((ethane-1,2-diylbis(oxy))bis(ethane-2,1-diyl))bis(3-propyl-1H-imidazol-3-ium) bromide In neat (no solvent) for 0.333333h; Heating;	92%
at 150℃; for 6h;	85%

: 546-68-9
titanium(IV) isopropylate

: 90-02-8
salicylaldehyde

: 99-57-0
2-hydroxy-5-nitroaniline

: 104453-12-5
Ti(C6H3(NO2)(O)NCHC6H4(O))2

Conditions

Conditions	Yield
byproducts: (CH3)2CHOH, H2O; extn. (THF); elem. anal.;	94.4%

...Expand

: 103344-70-3
(Z)-2-hydroxy-4-oxo-4-phenylbut-2-enoic acid

: 99-57-0
2-hydroxy-5-nitroaniline

: (Z)-6-nitro-3-(2-oxo-2-phenylethylidene)-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one

Conditions

Conditions	Yield
In isopropyl alcohol for 2.5h; Heating;	94%

: 586-75-4
4-chlorobenzoyl chloride

: 99-57-0
2-hydroxy-5-nitroaniline

: 112606-72-1
2-(4-bromophenyl)-5-nitro-1,3-benzoxazole

Conditions

Conditions	Yield
In 1,4-dioxane at 210℃; for 0.25h; microwave;	94%
Stage #1: 4-chlorobenzoyl chloride; 2-hydroxy-5-nitroaniline In 1,4-dioxane at 210℃; for 0.25h; Irradiation; Stage #2: With sodium hydroxide In 1,4-dioxane; water at 20℃;

: 100-52-7
benzaldehyde

: 99-57-0
2-hydroxy-5-nitroaniline

: 891-43-0
5-nitro-2-phenylbenzo[d]oxazole

Conditions

Conditions	Yield
With tin dioxide In ethanol at 20℃; for 0.216667h; Green chemistry;	94%
In neat (no solvent) at 140℃; for 6h;	90%
Stage #1: benzaldehyde; 2-hydroxy-5-nitroaniline In m-xylene at 120℃; for 0.5h; Inert atmosphere; Stage #2: With oxygen; 4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical In m-xylene at 120℃; for 10h;	89%

2-Amino-4-nitrophenol Consensus Reports

IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 57 ,1993,p. 167.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 57 ,1993,p. 167.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 57 ,1993,p. 167.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

2-Amino-4-nitrophenol Specification

2-Amino-4-nitrophenol(CAS NO.99-57-0), its Synonyms are 1-Amino-2-hydroxy-5-nitrobenzene; 1-Hydroxy-2-amino-4-nitrobenzene; 1-Nitro-3-amino-4-hydroxybenzene; 2-Amino-4-nitrophenol; 2-Hydroxy-5-nitroaniline; 3-Amino-4-hydroxynitrobenzene; 4-Nitro-2-aminophenol; p-Nitro-o-aminophenol; Phenol, 2-amino-4-nitro-. It is orange prisms or yellow powder and no odor, slightly soluble in water.With the Molecular Formula of C₆H₆N₂O₃, 2-Amino-4-nitrophenol is used as dyes and pharmaceutical intermediate.

Physical properties about 2-Amino-4-nitrophenol are: (1)ACD/LogP: 1.233; (2)ACD/LogD (pH 5.5): 1.21; (3)ACD/LogD (pH 7.4): 0.53; (4)ACD/BCF (pH 5.5): 4.80; (5)ACD/BCF (pH 7.4): 1.01; (6)ACD/KOC (pH 5.5): 105.13; (7)ACD/KOC (pH 7.4): 22.13; (8)#H bond acceptors: 5; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.689; (12)Molar Refractivity: 38.916 cm³; (13)Molar Volume: 101.985 cm³; (14)Polarizability: 15.428 10-24cm³; (15)Surface Tension: 78.5390014648438 dyne/cm; (16)Density: 1.511 g/cm³; (17)Flash Point: 176.396 °C; (18)Enthalpy of Vaporization: 63.883 kJ/mol; (19)Boiling Point: 368.059 °C at 760 mmHg

When you are using 2-Amino-4-nitrophenol, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
3. Wear suitable protective clothing, gloves and eye/face protection;
4. Wear suitable protective clothing;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H6N2O3/c7-5-3-4(8(10)11)1-2-6(5)9/h1-3,9H,7H2;
(2)InChIKey=VLZVIIYRNMWPSN-UHFFFAOYSA-N;
(3)Smilesc1(cc(c(O)cc1)N)[N+](=O)[O-];

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	143mg/kg (143mg/kg)		Genetica Polonica. Vol. 26, Pg. 109, 1985.
mouse	LD50	oral	850mg/kg (850mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981.
rat	LD50	intraperitoneal	246mg/kg (246mg/kg)		Journal of Toxicology and Environmental Health. Vol. 2, Pg. 657, 1977.
rat	LD50	oral	2400mg/kg (2400mg/kg)	BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Food and Cosmetics Toxicology. Vol. 15, Pg. 607, 1977.

Product Name

2-Amino-4-nitrophenol

Synthetic route

2-Amino-4-nitrophenol Consensus Reports

2-Amino-4-nitrophenol Specification

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