4-Amino-2-nitrophenol supplier

Name
4-Amino-2-nitrophenol
EINECS 204-316-1
CAS No. 119-34-6
Article Data37
CAS DataBase
Density 1.511 g/cm³
Solubility <0.01 g/100 mL at 21 °C in water
Melting Point 125-127 °C(lit.)
Formula C₆H₆N₂O₃
Boiling Point 334.486 °C at 760 mmHg
Molecular Weight 154.125
Flash Point 156.092 °C
Transport Information UN 2811 6.1/PG 3
Appearance Dark brown fine crystalline powder
Safety 22-24/25-37/39-26-53-45
Risk Codes 22-36/37/38-45
Molecular Structure
Hazard Symbols Xn, T
Synonyms 1-Amino-3-nitro-4-hydroxybenzene;2-Hydroxy-5-aminonitrobenzene;3-Nitro-4-hydroxyaniline;2-Nitro-4-aminophenol;4-Hydroxy-3-nitroaniline;C.I. OxidationBase 25;Fourrine 57;Fourrine Brown PR;NSC 56809;o-Nitro-p-aminophenol;p-Amino-o-nitrophenol;
PSA 92.07000
LogP 1.98700

Synthetic route

: 2871-01-4
1-[(2-hydroxyethyl)amino]-2-nitro-4-aminobenzene

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

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 70℃; for 4.8h;	100%

: 123-30-8
4-amino-phenol

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

Conditions

Conditions	Yield
With magnesium(II) nitrate hexahydrate; AMA at 20℃; for 6h; Neat (no solvent); regioselective reaction;	98%
With Vilsmeier reagent; potassium nitrate In neat (no solvent) at 100℃; under 1500.15 Torr; Reagent/catalyst; Temperature; Microwave irradiation;	92%
With potassium hydrogensulfate; potassium metaperiodate; sodium nitrite In water; acetonitrile at 30 - 35℃; for 18h; Reagent/catalyst; Solvent;	79%
With nitric acid; vanadia; silica gel at 150℃; for 0.05h; Catalytic behavior; Reagent/catalyst; Microwave irradiation; regioselective reaction;	68%
With copper(II) choride dihydrate; dihydrogen peroxide; sodium nitrite at 20℃; for 0.0166667h; aq. acetate buffer;

: 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;

: 2871-01-4
1-[(2-hydroxyethyl)amino]-2-nitro-4-aminobenzene

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

B: 5307-14-2
2-nitro-1,4-phenylenediamine

Conditions

Conditions	Yield
With ammonium hydroxide; sodium sulfite for 72h; Product distribution; Na2SO3 catalysis, influence of time, solvent;	A 15% B 80%

: 5307-14-2
2-nitro-1,4-phenylenediamine

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

Conditions

Conditions	Yield
With water; sodium hydroxide at 100℃; for 4h;	79%
With sodium hydroxide Heating;

: 364-76-1
4-Fluoro-3-nitroaniline

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

Conditions

Conditions	Yield
With sodium hydroxide for 2h; Heating;	55%

: 123-30-8
4-amino-phenol

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

B: 610-81-1
4-hydroxy-2-nitroaniline

Conditions

Conditions	Yield
With bromine; silver nitrate; triphenylphosphine In acetonitrile at 20℃; for 0.0833333h;	A 40% B 50%

: 635-22-3
4-Chloro-3-nitroaniline

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

Conditions

Conditions	Yield
With sodium hydroxide for 4h; Heating;	40%
With potassium iodide at 55℃; Alkaline conditions;	7.32 g

: 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

: 51288-37-0
N-(4-hydroxy-3-nitrophenyl)acetamide

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

Conditions

Conditions	Yield
With sulfuric acid

: 51642-26-3
2-nitro-4-azidophenol

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

Conditions

Conditions	Yield
With ethanol; hydrogen sulfide; ammonia

: 67329-17-3
2-nitro-4-(4'-sulfophenylazo)-phenol

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

Conditions

Conditions	Yield
With iodine; sulphurous acid

: 67329-13-9
2-chloro-5-(4-hydroxy-3-nitro-phenylazo)-benzenesulfonic acid

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

Conditions

Conditions	Yield
With phosphorus; hydrogen iodide

: 19077-69-1
2,4-dinitrosophenol

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

Conditions

Conditions	Yield
With hydrogen iodide In 1,4-dioxane

3-nitro-phenyl-hydroxylamine: 3-nitro-phenyl-hydroxylamine

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

Conditions

Conditions	Yield
With sulfuric acid

m-nitro-diazobenzeneimide: m-nitro-diazobenzeneimide

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

Conditions

Conditions	Yield
With sulfuric acid

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

: 6418-00-4
N-(3-nitrophenyl)hydroxylamine

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

: 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

: 64-17-5
ethanol

: 51642-26-3
2-nitro-4-azidophenol

ammonium sulfide: ammonium sulfide

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

...Expand

: 67329-13-9
2-chloro-5-(4-hydroxy-3-nitro-phenylazo)-benzenesulfonic acid

: 10034-85-2
hydrogen iodide

red phosphorus: red phosphorus

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

...Expand

: 7647-01-0
hydrogenchloride

: 4-(4-hydroxy-3-nitro-phenylazo)-naphthalene-1-sulfonic acid

tin: tin

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

B: 84-86-6
4-amino-1-naphthalenesufonic acid

...Expand

: 67329-17-3
2-nitro-4-(4'-sulfophenylazo)-phenol

: 7553-56-2
iodine

: 7782-99-2
sulphurous acid

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

B: 121-57-3
4-aminobenzene sulfonic acid

...Expand

: 24541-43-3
4-azidophenol

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether; glacial acetic acid; nitrosyl chloride 2: alcohol; ammonia; hydrogen sulfide View Scheme

: 103-90-2
4-acetaminophenol

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated sulfuric acid; nitric acid / -5 °C / dann Raumtemperatur 2: diluted sulfuric acid View Scheme

: 51-28-5
2,4-Dinitrophenol

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

Conditions

Conditions	Yield
With sodium tetrahydroborate In water at 20℃; for 0.025h;

: 1194-98-5
2,5-Dihydroxybenzaldehyde

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

: 2-{[(E)-4-Hydroxy-3-nitro-phenylimino]-methyl}-benzene-1,4-diol

Conditions

Conditions	Yield
In methanol Heating;	95%

: 50-00-0
formaldehyd

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

: 17534-15-5
1,2-benzenedithiole

: 4-(2H-1,5,3-benzodithiazepin-3(4H)-yl)-2-nitrophenol

Conditions

Conditions	Yield
Stage #1: formaldehyd; Benzene-1,2-dithiol In chloroform; water at 20℃; for 0.5h; Stage #2: 4-amino-2-nitrophenol In chloroform; water at 0 - 20℃; for 4h;	94%

...Expand

: 2766-74-7
5-chlorothien-2-ylsulfonyl chloride

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

: 5-chloro-N-(4-hydroxy-3-nitrophenyl)thiophene-2-sulfonamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 18h;	94%

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

: 24424-99-5
di-tert-butyl dicarbonate

: 197442-80-1
2-nitro-4-(1,1-dimethylethoxycarbonylamino)phenol

Conditions

Conditions	Yield
In tetrahydrofuran at 55℃; for 10h;	91%
In tetrahydrofuran for 24h; Reflux;	83%

: 109-80-8
1.3-propanedithiol

: 50-00-0
formaldehyd

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

: 4-(1,5,3-dithiazocan-3-yl)-2-nitrophenol

Conditions

Conditions	Yield
Stage #1: 1.3-propanedithiol; formaldehyd In water at 20℃; for 0.5h; Stage #2: 4-amino-2-nitrophenol With samarium(III) chloride hexahydrate In water; acetone at 40℃; Reagent/catalyst;	91%

...Expand

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

: 98-68-0
4-methoxy-phenyl-sulphonyl chloride

: N-(4-hydroxy-3-nitrophenyl)-4-methoxybenzenesulfonamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 18h;	91%

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

: (E)-N'-(2-cyanobenzo[b]furan-3-yl)-N,N-dimethylformimidamide

A: 4-(benzofuro[3,2-d]pyrimidin-4-ylamino)-2-nitrophenol

B: 3-(4-nitrophenyl)benzofuro[3,2-d]pyrimidin-4(3H)-imine

Conditions

Conditions	Yield
In acetic acid at 118℃; for 0.25h; Dimroth Rearrangement; Microwave irradiation;	A 89% B 16%

...Expand

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

: 541-41-3
chloroformic acid ethyl ester

: 622829-38-3
4-amino-2-nitro-N-ethoxycarbonylphenol

Conditions

Conditions	Yield
In 1,4-dioxane for 0.5h; Heating;	88%

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

: 57-10-3
1-hexadecylcarboxylic acid

: hexanedecanoic acid 4-hydroxy-3-nitrophenylamide

Conditions

Conditions	Yield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform; N,N-dimethyl-formamide	87%

: 454705-62-5
4-chloro-6-(methylsulfonyl)quinoline

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

: 4-{[6-(methylsulfonyl)-4-quinolinyl]amino}-2-nitrophenol

Conditions

Conditions	Yield
In ethanol at 150℃; for 0.25h; Microwave irradiation;	87%

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

: 41803-67-2
4-chloro-2-phenylpyrido[2,3-d]pyrimidine

: 2-nitro-4-((2-phenylpyrido[2,3-d]pyrimidin-4-yl)amino)phenol

Conditions

Conditions	Yield
In isopropyl alcohol at 110℃; Microwave irradiation; Sealed tube;	87%

: 50-00-0
formaldehyd

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

: 540-63-6
ethane-1,2-dithiol

: 4-(1,5,3-dithiazepan-3-yl)-2-nitrophenol

Conditions

Conditions	Yield
Stage #1: formaldehyd; ethane-1,2-dithiol In water at 20℃; for 0.5h; Stage #2: 4-amino-2-nitrophenol In water; acetone at 20℃;	86%

...Expand

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

: 100-51-6
benzyl alcohol

: 99103-38-5
4-benzyloxy-3-nitro-aniline

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 20℃; for 18h;	85%

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

: 29906-33-0
4-diazo-2-nitrophenol

Conditions

Conditions	Yield
With pyridine hydrogenfluoride; sodium nitrite 1.) O deg C, 20 min, 2.) 20 deg C, 1 h;	80%
With pyridine hydrogenfluoride; sodium nitrite 1) -50 deg C, 30 min, 2) 20 deg C, 60 min;	51%
With sulfuric acid; sodium nitrite Diazotization;

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

: 394-33-2
2-nitro-4-fluorophenol

Conditions

Conditions	Yield
With pyridine hydrogenfluoride; sodium nitrite 1.) O deg C, 20 min, 2.) 100 deg C, 1 h;	80%
With pyridine hydrogenfluoride; sodium nitrite 1) -50 deg C, 30 min, 2) 140 deg C, 60 min;	44%

: 75-15-0
carbon disulfide

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

: 507-19-7
t-butyl bromide

: (4-hydroxy-3-nitro-phenyl)-dithiocarbamic acid tert-butyl ester

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h;	80%

...Expand

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

: 1885-14-9
phenyl chloroformate

: phenyl 4-hydroxy-3-nitrophenylcarbamate

Conditions

Conditions	Yield
With sodium carbonate In tetrahydrofuran; water; ethyl acetate at 0 - 20℃; for 2h;	80%

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

: C14H13BrClN5O2

: C20H18BrN7O5

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 100℃; for 5h;	79.2%

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

: 79-04-9
chloroacetyl chloride

: 89938-33-0
2-chloro-N-(4-hydroxy-3-nitro-phenyl)-acetamide

Conditions

Conditions	Yield
With sodium hydroxide In water	78%

: 612-62-4
2-Chloroquinoline

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

: 1356928-15-8
2-(4'-hydroxy-3'-nitroanilino)quinoline

Conditions

Conditions	Yield
In ethanol Reflux;	78%

: 50-00-0
formaldehyd

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

: 14970-87-7
3,6-dioxa-1,8-octandithiol

: C14H20N2O5S2

Conditions

Conditions	Yield
Stage #1: formaldehyd; 3,6-dioxa-1,8-octandithiol In water at 20℃; for 0.5h; Stage #2: 4-amino-2-nitrophenol With samarium(III) chloride hexahydrate In water; acetone at 40℃;	78%

...Expand

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

: 4-chloro-2-(3-methoxyphenyl)pyrido[2,3-d]pyrimidine

: 4-((2-(3-methoxyphenyl)pyrido[2,3-d]pyrimidin-4-yl)amino)-2-nitrophenol

Conditions

Conditions	Yield
In isopropyl alcohol at 110℃; Microwave irradiation; Sealed tube;	76%

: 5190-68-1
4-chloroquinazoline

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

: 2-nitro-4-(quinazolin-4-ylamino)phenol

Conditions

Conditions	Yield
In isopropyl alcohol at 110℃; Sealed tube; Microwave irradiation;	74%

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

: 123-11-5
4-methoxy-benzaldehyde

: C14H14N2O4

Conditions

Conditions	Yield
With 5A molecular sieve; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; thiourea In toluene at 70℃; for 24h;	73%

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

: 1416371-24-8
(E)-N'-(2-cyanothieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide

: 1416371-38-4
C15H9N5O3S

Conditions

Conditions	Yield
With acetic acid at 118℃; for 2.25h; Microwave irradiation;	71%

4-Amino-2-nitrophenol Chemical Properties

Molecular Structure of 2-Nitro-4-aminophenol (CAS NO.119-34-6):

IUPAC Name: 4-amino-2-nitrophenol
Empirical Formula: C₆H₆N₂O₃
Molecular Weight: 154.1234
H bond acceptors: 5
H bond donors: 3
Freely Rotating Bonds: 3
Polar Surface Area: 58.29 Å²
Index of Refraction: 1.688
Molar Refractivity: 38.91 cm³
Molar Volume: 101.9 cm³
Surface Tension: 78.5 dyne/cm
Density: 1.511 g/cm³
Flash Point: 156.1 °C
Enthalpy of Vaporization: 60.03 kJ/mol
Boiling Point: 334.5 °C at 760 mmHg
Vapour Pressure: 6.57E-05 mmHg at 25°C
Melting Point: 125-127 °C
Water Solubility: <0.01 g/100 mL at 21 ºC
InChI
InChI=1/C6H6N2O3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,9H,7H2
Smiles
c1(c(ccc(c1)N)O)[N+](=O)[O-]
Product Categories: Aromatic Phenols; Intermediates of Dyes and Pigments

4-Amino-2-nitrophenol Toxicity Data With Reference

1.	eye-rbt 100 mg/24H SEV	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,107.
2.	mma-sat 100 µg/plate	IAPUDO IARC Publications. 27 (1980),283.
3.	eye-rbt 100 mg/24H SEV	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,107.
4.	mmo-sat 100 µg/plate	ENMUDM Environmental Mutagenesis. 8 (Suppl 5)(1985),1.
5.	otr-rat:emb 11 µg/plate	JJATDK JAT, Journal of Applied Toxicology. 1 (1981),190.
6.	orl-rat LD50:1470 mg/kg	NCILB* Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. (Bethesda, MD) NIH-NCI-E-C-72-3252 ,1973.
7.	ipr-rat LD50:302 mg/kg	JTEHD6 Journal of Toxicology and Environmental Health. 2 (1977),657.
8.	orl-mus LD50:1470 mg/kg	NCILB* Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. (Bethesda, MD) NIH-NCI-E-C-72-3252 ,1973.

4-Amino-2-nitrophenol Consensus Reports

IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(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 Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 16 ,1978,p. 43.(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) . NCI Carcinogenesis Bioassay (feed); No Evidence: mouse NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-94 ,1978. ; Clear Evidence: rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-94 ,1978. . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

4-Amino-2-nitrophenol Safety Profile

Suspected carcinogen with experimental carcinogenic data. Very poisonous by intraperitoneal route. Moderately toxic by ingestion. A severe eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.
Safety information of 2-Nitro-4-aminophenol (CAS NO.119-34-6):
Hazard Codes: Xn,T
Risk Statements:
22: Harmful if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
45: May cause cancer
Safety Statements:
22: Do not breathe dust
24/25: Avoid contact with skin and eyes
37/39: Wear suitable gloves and eye/face protection
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
53: Avoid exposure - obtain special instruction before use
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: SJ6303000

4-Amino-2-nitrophenol Standards and Recommendations

DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans

4-Amino-2-nitrophenol Specification

2-Nitro-4-aminophenol , with CAS number of 119-34-6, can be called 4-Amino-2-nitrophenol 99% ; 2-nitro-4-aminophenol ; 3-nitro-4-hydroxyaniline ; 4-amino-2-nitrofenol ; ci76555 ; cioxidationbase25 ; fourrine57 . It is a dark red plate, needles or reddish-purple powder, be sensitive to oxidation upon prolonged exposure to air, it is insoluble in water. 2-Nitro-4-aminophenol (CAS NO.119-34-6) may react with strong oxidizing agents, strong bases, acid chlorides and acid anhydrides .

Product Name

4-Amino-2-nitrophenol

Synthetic route

4-Amino-2-nitrophenol Chemical Properties

4-Amino-2-nitrophenol Toxicity Data With Reference

4-Amino-2-nitrophenol Consensus Reports

4-Amino-2-nitrophenol Safety Profile

4-Amino-2-nitrophenol Standards and Recommendations

4-Amino-2-nitrophenol Specification

Related Products

Hot Products