4-Amino-3-nitrophenol supplier

Name
4-Amino-3-nitrophenol
EINECS 210-236-8
CAS No. 610-81-1
Article Data14
CAS DataBase
Density 1.511 g/cm³
Solubility Soluble in water
Melting Point 150-154 °C(lit.)
Formula C₆H₆N₂O₃
Boiling Point 374.4 °C at 760 mmHg
Molecular Weight 154.125
Flash Point 180.3 °C
Transport Information UN 2811
Appearance dark red powder
Safety 26-36-37/39
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 2-Amino-5-hydroxynitrobenzene;2-Nitro-4-hydroxyaniline;Phenol, 4-amino-3-nitro-;
PSA 92.07000
LogP 1.98700

Synthetic route

: 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%

: 1-benzoylamino-4-benzoyloxy-2-nitro-benzene

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

Conditions

Conditions	Yield
With sulfuric acid

: 7403-75-0
N-(4-hydroxy-2-nitrophenyl)-acetamide

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

Conditions

Conditions	Yield
With hydrogenchloride
Stage #1: N-(4-hydroxy-2-nitrophenyl)-acetamide With thionyl chloride In methanol at 70℃; for 0.5h; Stage #2: With potassium carbonate In methanol at 20℃; for 0.5h;

: 2243-69-8
4-acetamido-3-nitrophenyl acetate

: furan-2,3,5(4H)-trione pyridine (1:1)

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

: 2243-69-8
4-acetamido-3-nitrophenyl acetate

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

Conditions

Conditions	Yield
With sodium hydroxide
With hydrogen bromide
Multi-step reaction with 2 steps 1: bromine; acetic acid 2: concentrated aqueous hydrochloric acid View Scheme

: 1-acetylamino-2-nitro-4-(3-nitro-benzoyloxy)-benzene

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

Conditions

Conditions	Yield
With sulfuric acid

: 1516-58-1
o-azidonitrobenzene

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

Conditions

Conditions	Yield
With sulfuric acid

: 7664-93-9
sulfuric acid

: 1516-58-1
o-azidonitrobenzene

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

o-nitro-diazobenzeneimide: o-nitro-diazobenzeneimide

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

Conditions

Conditions	Yield
With sulfuric acid

: 2243-69-8
4-acetamido-3-nitrophenyl acetate

boiling fuming hydrochloric acid: boiling fuming hydrochloric acid

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

: 7664-93-9
sulfuric acid

: 1-benzoylamino-4-benzoyloxy-2-nitro-benzene

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

B: 65-85-0
benzoic acid

...Expand

: 7664-93-9
sulfuric acid

: 861560-26-1
2-nitro-toluene-4-sulfonic acid-(4-ethoxy-2-nitro-anilide)

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

Conditions

Conditions	Yield
at 80 - 90℃;

: 7664-93-9
sulfuric acid

: 1-acetylamino-2-nitro-4-(2-nitro-toluene-4-sulfonyloxy)-benzene

A: 97-06-3
4-methyl-3-nitro-benzenesulfonic acid

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

...Expand

: 450365-10-3
1-acetoxy-4-(toluene-4-sulfonylamino)-benzene

: 108-24-7
acetic anhydride

HNO3+H2SO4: HNO3+H2SO4

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

B: 32654-60-7
4-amino-3,5-dinitrophenol

...Expand

: 7664-93-9
sulfuric acid

: 1-acetylamino-2-nitro-4-(3-nitro-benzoyloxy)-benzene

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

B: 121-92-6
3-nitrobenzoic acid

...Expand

: 80824-77-7
4'-(benzyloxy)benzanilide

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid / 0 - 10 °C 2: sulfuric acid View Scheme

: 103-90-2
4-acetaminophenol

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: natrium carbonate 2: concentrated sulfuric acid; nitric acid / <17 3: concentrated sulfuric acid View Scheme

: 537-52-0
4-acetamidophenyl benzoate

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated sulfuric acid; nitric acid / <17 2: concentrated sulfuric acid View Scheme

: 2623-33-8
4-acetoxyacetanilide

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid 2: NaOH-solution View Scheme

: 88-74-4
2-nitro-aniline

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) (diazotization), (ii) aq. NaN3 2: aq. H2SO4 View Scheme

: 103-84-4
Acetanilid

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: nitric acid; boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene; acetic acid / water / 2.5 h / 60 °C 2.1: thionyl chloride / methanol / 0.5 h / 70 °C 2.2: 0.5 h / 20 °C View Scheme

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

: 615-72-5
3,4-diaminophenol

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In ethanol for 3.5h;	100%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 3.5h;	100%
With hydrazine hydrate; nickel In ethanol at 20℃; for 0.5h;	96%

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

: 18162-48-6
tert-butyldimethylsilyl chloride

: 215656-99-8
4-{[tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; Cooling with ice;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;	100%

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

: 18162-48-6
tert-butyldimethylsilyl chloride

: 639084-14-3
3-tert-butyldimethylsiloxy-2-amino-1-nitrobenzene

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 18h;	100%

: 2955-88-6
1-pyrrolidineethanol

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

: 2-nitro-4-(2-(pyrrolidin-1-yl)ethoxy)aniline

Conditions

Conditions	Yield
With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	100%

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

: 215656-99-8
4-{[tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;	100%

: 13154-24-0
triisopropylsilyl chloride

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

: 1262887-34-2
2-nitro-4-((triisopropylsilyl)oxy)aniline

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;	99%

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

: 104-12-1
p-chlorphenylisocyanate

: 862014-82-2
1-(4-chlorophenyl)-3-(4-hydroxy-2-nitro-phenyl)urea

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane at 20℃; for 20h;	98%

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

2-haloacetonitrile: 2-haloacetonitrile

: 1414615-74-9
2-(4-amino-3-nitrophenoxy)acetonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; chemoselective reaction;	98%

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

: 105-36-2
ethyl bromoacetate

: 59820-64-3
ethyl 2-(4-amino-3-nitrophenoxy)acetate

Conditions

Conditions	Yield
With potassium carbonate In acetone at 25℃; for 8h;	98%
With potassium carbonate In N,N-dimethyl-formamide for 2.5h;	94%
With potassium carbonate In acetone at 20℃;	75.2%
With potassium carbonate In acetone at 20℃; Inert atmosphere;	75.2%

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

: 3386-35-4
1-octyl p-toluenesulfonate

: 1018902-72-1
2-nitro-4-octyloxyaniline

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Reflux;	98%

: 420-04-2
CYANAMID

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

: 157284-07-6
3-amino-7-hydroxybenzo[e][1,2,4]triazine 1-oxide

Conditions

Conditions	Yield
Stage #1: CYANAMID; 4-hydroxy-2-nitroaniline at 100℃; for 0.166667h; Stage #2: With hydrogenchloride In water at 20 - 100℃; for 1.5h; Stage #3: With sodium hydroxide In water at 20 - 100℃; for 1h;	97%
Stage #1: CYANAMID; 4-hydroxy-2-nitroaniline In water; acetic acid for 48h; Heating / reflux; Stage #2: With sodium hydroxide In water; acetic acid Heating / reflux;	51.7%

: 288-32-4
1H-imidazole

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

: 18162-48-6
tert-butyldimethylsilyl chloride

: 215656-99-8
4-{[tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline

Conditions

Conditions	Yield
In ethyl acetate; N,N-dimethyl-formamide	97%
In ethyl acetate; N,N-dimethyl-formamide	97%
In ethyl acetate; N,N-dimethyl-formamide	97%
In N,N-dimethyl-formamide	26.5 g (76%)

...Expand

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

: 157284-07-6
3-amino-7-hydroxybenzo[e][1,2,4]triazine 1-oxide

Conditions

Conditions	Yield
	97%
	93%

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

1-(halomethyl)-4-bromo-2-fluorobenzene: 1-(halomethyl)-4-bromo-2-fluorobenzene

: 1414615-68-1
C13H10BrFN2O3

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; chemoselective reaction;	97%

: 64-18-6
formic acid

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

: 41292-65-3
5-hydroxy-1H-benzimidazole

Conditions

Conditions	Yield
With tin(ll) chloride at 130℃; for 0.0833333h; microwave;	95%
With iron; ammonium chloride In isopropyl alcohol at 80℃; for 1h;	87%

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

: 210832-86-3
6-bromoacetyl-2-dimethylaminonaphthalene

: 1552301-13-9
C20H19N3O4

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 4h; Inert atmosphere;	95%

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

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

: 201811-20-3
tert-butyl N-(4-hydroxy-2-nitrophenyl)carbamate

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 25℃; for 2h;	95%

: 31643-49-9
4-Nitrophthalonitrile

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

: 4-(4-amino-3-nitrophenoxy)phthalonitrile

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 26h;	94%

: 14400-67-0
2,5-dimethyl-2,3-dihydrofuran-3-one

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

: 2,5-dimethyl-2-(4-hydroxy-2-nitrophenylazo)-3-oxo-2,3-dihydrofuran

Conditions

Conditions	Yield
Stage #1: 4-hydroxy-2-nitroaniline With hydrogenchloride; sodium nitrite at 0℃; for 1h; Stage #2: 2,5-dimethyl-2,3-dihydrofuran-3-one In water at 20℃; for 1h;	93%

: 622-40-2
2-(morpholin-4-yl)ethanol

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

: 4-(2-morpholin-4-yl-ethoxy)-2-nitro-phenylamine

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In ethyl acetate	92%
With diisopropyl (E)-azodicarboxylate; triphenylphosphine In tetrahydrofuran
With diisopropyl (E)-azodicarboxylate; triphenylphosphine In tetrahydrofuran

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

: tert-butyl (5-iodo-pentyl)-carbamate

: 1261238-07-6
tert-butyl 5-(4-amino-3-nitrophenoxy)pentylcarbamate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1.5h; Inert atmosphere;	92%

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

: 74-88-4
methyl iodide

: 96-96-8
4-methoxy-2-nitroaniline

Conditions

Conditions	Yield
Stage #1: 4-hydroxy-2-nitroaniline With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 24h; Inert atmosphere;	90%
Stage #1: 4-hydroxy-2-nitroaniline With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.5h; Cooling with ice; Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 12h;	89%
With potassium carbonate In acetone

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

4-(halomethyl)chlorobenzene: 4-(halomethyl)chlorobenzene

: 74388-24-2
1-amino-4-(4-chloro-phenylmethoxy)-2-nitro-benzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; chemoselective reaction;	90%

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

: 254454-54-1
tert-butyl-3-iodoazetidine-1-carboxylate

: tert-butyl 3-(4-amino-3-nitro-phenoxy)azetidine-1-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 90℃; for 16h; Inert atmosphere;	90%

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

: 6315-52-2
1,2-bis-tosyloxyethane

: 67499-48-3
4,4'-(ethane-1,2-diylbis(oxy))bis(2-nitroaniline)

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 6h;	89.2%
With potassium carbonate In acetonitrile at 80℃; for 24h;	69%

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

: 113305-56-9
4-iodo-3-nitrophenol

Conditions

Conditions	Yield
With hydrogenchloride; potassium iodide; sodium nitrite	89%
Stage #1: 4-hydroxy-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: With potassium iodide In water at 0℃; for 3.5h; Darkness;	89%
Stage #1: 4-hydroxy-2-nitroaniline With hydrogenchloride; sodium nitrite at 0℃; for 1h; Stage #2: With potassium iodide In water at 20℃; Sandmayer reaction;	83%

: 499-06-9
3,5-dimethylbenzoic acid

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

: 197223-18-0
4-amino-3-nitrophenyl 3,5-dimethylbenzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 15h; Esterification; Heating;	89%

: 6972-71-0
4,5-dimethyl-2-nitrobenzenamine

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

: 251649-40-8
1-(4-hydroxy-2-nitrophenyl)-1H-pyrrole

Conditions

Conditions	Yield
With acetic acid for 1h; Clauson-Kaas reaction; Heating;	89%

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

: 123-11-5
4-methoxy-benzaldehyde

: 2-(4-methoxyphenyl)-1H-benzimidazol-5-ol

Conditions

Conditions	Yield
With sodium dithionite In ethanol at 80℃; for 12h;	89%

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

: 76-05-1
trifluoroacetic acid

: 2-(trifluoromethyl)-1H-benzimidazol-5-ol

Conditions

Conditions	Yield
With tin(ll) chloride at 130℃; for 0.0833333h; microwave;	89%

4-Amino-3-nitrophenol Chemical Properties

Molecular structure of 4-Amino-3-nitrophenol (CAS NO.610-81-1) is:

Product Name: 4-Amino-3-nitrophenol
CAS Registry Number: 610-81-1
IUPAC Name: 4-amino-3-nitrophenol
Molecular Weight: 154.12344 [g/mol]
Molecular Formula: C₆H₆N₂O₃XLogP3: 0.9
H-Bond Donor: 2
H-Bond Acceptor: 4
EINECS: 210-236-8
Melting Point: 150-154 °C(lit.)
Water Solubility: soluble
Surface Tension: 78.5 dyne/cm
Density: 1.511 g/cm³
Flash Point: 180.3 °C
Enthalpy of Vaporization: 64.62 kJ/mol
Boiling Point: 374.4 °C at 760 mmHg
Vapour Pressure: 3.87E-06 mmHg at 25°C
Product Categories: Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles

4-Amino-3-nitrophenol Safety Profile

Safty information about 4-Amino-3-nitrophenol (CAS NO.610-81-1) is:
Hazard Codes: Irritant Xi,Xn
Risk Statements: 36/37/38-20/21/22
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: 2811
WGK Germany: 3
PackingGroup: III
HS Code: 29222900

4-Amino-3-nitrophenol Specification

4-Amino-3-nitrophenol , its cas register number is 610-81-1. It also can be called 4-Amino-3-nitrophenol ; Phenol, 4-amino-3-nitro- .It is a dark red powder.

Product Name

4-Amino-3-nitrophenol

Synthetic route

4-Amino-3-nitrophenol Chemical Properties

4-Amino-3-nitrophenol Safety Profile

4-Amino-3-nitrophenol Specification

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