4-Methoxy-2-nitrophenol supplier

Name
4-Methoxy-2-nitrophenol
EINECS
CAS No. 1568-70-3
Article Data80
CAS DataBase
Density 1.367 g/cm³
Solubility
Melting Point 78-80 °C(lit.)
Formula C₇H₇NO₄
Boiling Point 289.132 °C at 760 mmHg
Molecular Weight 169.137
Flash Point 128.663 °C
Transport Information
Appearance orange-brown powder and chunks
Safety 26-37/39-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Hydroxy-5-methoxynitrobenzene;2-Nitro-4-methoxyphenol;
PSA 75.28000
LogP 1.83220

Synthetic route

: 150-76-5
4-methoxy-phenol

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With dimethylbromosulphonium bromide; tetrabutylammonium nitrite In acetonitrile at 20℃; for 1.25h; regioselective reaction;	95%
With trichloroisocyanuric acid; bismuth subnitrate/charcoal In dichloromethane at 20℃; for 0.5h; regioselective reaction;	95%
With 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imide at 20℃; for 2h; Ionic liquid;	95%

: 89-39-4
1,4-dimethoxy-2-nitrobenzene

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
Stage #1: 1,4-dimethoxy-2-nitrobenzene With aluminum (III) chloride In chloroform at 60℃; for 2.5h; Stage #2: With hydrogenchloride; water In chloroform at 20℃; regioselective reaction;	93%
With quinoline; lithium iodide at 160 - 170℃; for 0.25h;	88%
With potassium hydroxide

: 106-44-5
p-cresol

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With nickel ammonium sulfate; nitric acid In chloroform; water at 20℃; for 3h;	93%

: 95111-49-2
2,3,5,6-tetrabromo-4-methyl-4-nitrocyclohexa-2,5-dien-1-one

: 150-76-5
4-methoxy-phenol

A: 1568-70-3
4-methoxy-2-nitrophenol

B: 37721-75-8
tetrabromo-p-cresol

C: 105590-20-3
2,3,5-tribromo-4-methyl-6-nitrophenol

D: 106-51-4
p-benzoquinone

Conditions

Conditions	Yield
In acetone at -50 - 30℃; Mechanism; phenol;	A 40% B 70% C 30% D 8%

...Expand

: 5344-78-5
4-bromo-3-nitroanizole

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With potassium phosphate; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 50℃; for 22h;	70%

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

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With water; sodium hydroxide at 100℃; for 4h;	63%
With potassium hydroxide
With sodium hydroxide; P2 O5 In water

: 150-76-5
4-methoxy-phenol

A: 1568-70-3
4-methoxy-2-nitrophenol

B: 3410-94-4
4-methoxy-2,6-dinitrophenol

Conditions

Conditions	Yield
With Eu-Mo-modified montmorillonite HKSF; nitric acid In tetrahydrofuran at 20℃; for 12h;	A 4% B 63%
With Yb-Mo-modified montmorillonite HKSF; nitric acid In tetrahydrofuran at 20℃; for 12h;	A 50% B 26%

: 540-80-7
tert.-butylnitrite

: 150-76-5
4-methoxy-phenol

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With water In tetrahydrofuran at 25℃; for 2.5h; Schlenk technique;	62%

: 3717-21-3, 3717-22-4, 140461-28-5, 140461-29-6, 3235-04-9
p-methoxyl benzaldoxime

A: 1568-70-3
4-methoxy-2-nitrophenol

B: 29559-26-0
(p-methoxyphenyl)nitromethane

C: 100-09-4
4-methoxybenzoic acid

Conditions

Conditions	Yield
With sodium perborate tetrahydrate; acetic acid at 20 - 60℃;	A 6% B 44% C 10%
With sodium peroxoborate tetrahydrate; acetic acid at 60℃;	A 6% B 44% C 10%

...Expand

: 150-76-5
4-methoxy-phenol

A: 1568-70-3
4-methoxy-2-nitrophenol

B: 106-51-4
p-benzoquinone

Conditions

Conditions	Yield
With oxygen; cis-nitrous acid In water at 23℃; pH=2.3; Kinetics; pH-value; Reagent/catalyst; Darkness;	A 41% B 27%
With hydrogenchloride; air; cis-nitrous acid at 25℃; Rate constant; Mechanism; Product distribution; μ= 1.0 mol dm3- (NaCl), var. conc. of HNO2, HCl (or H2SO4), and oxygen/NO;

: 5-hydroxy-2-methoxy-4-nitrobenzaldehyde

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With palladium diacetate In cyclohexane at 140℃; for 20h; Molecular sieve; Sealed tube;	14%

: 459-64-3
4-methoxybenzenediazonium tetrafluoroborate

: disodium salt of the dianion of 1,4-dinitrocyclooctatetraene

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
Further byproducts given;	6%

: 89-39-4
1,4-dimethoxy-2-nitrobenzene

A: 1568-70-3
4-methoxy-2-nitrophenol

B: 16090-33-8
2-nitrohydroquinone

Conditions

Conditions	Yield
With hydrogen bromide

: 15360-00-6
p-tert-butoxyanisole

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With nitric acid; acetic acid; propionic acid at -10 - 5℃; Behandeln der Reaktionsprodukte mit konz. wss. HCl und Essigsaeure bei 16grad bzw. bei 100grad;

: 15360-00-6
p-tert-butoxyanisole

A: 1568-70-3
4-methoxy-2-nitrophenol

B: 15174-02-4
4-hydroxy-2-nitroanisole

Conditions

Conditions	Yield
With nitric acid; acetic acid; propionic acid at -10 - 5℃; Behandeln der Reaktionsprodukte mit konz. wss. HCl und Essigsaeure bei 16grad oder bei 100grad;

: 20744-02-9
p-Isopropoxyphenyl methyl ether

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With nitric acid; acetic acid; propionic acid at -10 - 5℃; Behandeln der Reaktionsprodukte mit konz. wss. HCl und Essigsaeure bei 16grad bzw. bei 100grad;

: 20744-02-9
p-Isopropoxyphenyl methyl ether

A: 1568-70-3
4-methoxy-2-nitrophenol

B: 15174-02-4
4-hydroxy-2-nitroanisole

Conditions

Conditions	Yield
With nitric acid; acetic acid; propionic acid at -10 - 5℃; Behandeln der Reaktionsprodukte mit konz. wss. HCl und Essigsaeure bei 16grad oder bei 100grad;

: 119-81-3
4-methoxy-2-nitroacetanilide

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With sodium hydroxide

: 2888-01-9
2-hydroxy-5-methoxy-3-nitrobenzoic acid

: 62-53-3
aniline

: 1568-70-3
4-methoxy-2-nitrophenol

: 16090-33-8
2-nitrohydroquinone

: 74-88-4
methyl iodide

A: 1568-70-3
4-methoxy-2-nitrophenol

B: 89-39-4
1,4-dimethoxy-2-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate at 100℃; im geschlossenen Rohr;

...Expand

: 100-17-4
para-methoxynitrobenzene

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With sodium hydroxide Irradiation;

: 150-76-5
4-methoxy-phenol

A: 1568-70-3
4-methoxy-2-nitrophenol

B: 3934-97-2
4-methoxycatechol

Conditions

Conditions	Yield
With sodium peroxynitrite In phosphate buffer at 20 - 25℃; pH=7.0; Kinetics; Further Variations:; Solvents; Nitration; hydroxylation;

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

aqueous KOH-solution: aqueous KOH-solution

: 1568-70-3
4-methoxy-2-nitrophenol

: 89-39-4
1,4-dimethoxy-2-nitrobenzene

aqueous-alcoholic KOH-solution: aqueous-alcoholic KOH-solution

: 1568-70-3
4-methoxy-2-nitrophenol

: 20744-02-9
p-Isopropoxyphenyl methyl ether

: 7697-37-2
nitric acid

: 64-19-7
acetic acid

: 802294-64-0
propionic acid

A: 1568-70-3
4-methoxy-2-nitrophenol

B: 15174-02-4
4-hydroxy-2-nitroanisole

Conditions

Conditions	Yield
at 0 - 5℃; Erwaermen des Reaktionsprodukts mit konz. wss. HCl und Essigsaeure;

...Expand

: 577-72-0
4-methoxy-3-nitroaniline

: 7732-18-5
water

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With potassium hydroxide

: 67-56-1
methanol

: 1028591-92-5
methyl 2-nitro-4-methoxyphenyl phosphate

A: 813-78-5
dimethylphosphoric acid

B: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
With tert-butylammonium hydroxide; 1,3-bis-N1-(1,5,9-triazacyclododecyl)propaneZn(II)MeOH at 25℃; Kinetics;

...Expand

: 1207-59-6
2,5-dimethoxy-4-nitrobenzaldehyde

: 1568-70-3
4-methoxy-2-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / 40 h / 50 °C 2: palladium diacetate / cyclohexane / 20 h / 140 °C / Molecular sieve; Sealed tube View Scheme

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

A: 4413-48-3
5-methoxy-benzo[1,2,5]oxadiazole

B: 555-03-3
3-nitroanisole

C: 1568-70-3
4-methoxy-2-nitrophenol

D: 69818-23-1
4-methoxy-[1,2]benzoquinone

E: 3934-97-2
4-methoxycatechol

Conditions

Conditions	Yield
With ferrous(II) sulfate heptahydrate; dihydrogen peroxide at 25℃; for 0.0166667h; pH=6.12; Kinetics; pH-value;

...Expand

: 1568-70-3
4-methoxy-2-nitrophenol

: 32190-97-9
2-amino-4-methoxyphenol hydrochloride

Conditions

Conditions	Yield
With hydrogen; palladium on activated carbon In methanol for 4h;	100%

: 1568-70-3
4-methoxy-2-nitrophenol

: 20734-76-3
2-amino-4-methoxyphenol

Conditions

Conditions	Yield
With palladium on activated carbon; hydrogen In methanol; water for 40h;	99%
With hydrogen; palladium on activated charcoal In ethanol at 20℃; under 1810.02 Torr; for 0.333333h;	98%
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 24h;	97.3%

: 1568-70-3
4-methoxy-2-nitrophenol

: 105-36-2
ethyl bromoacetate

: 109364-95-6
ethyl 2-[4-methoxy-2-nitrophenoxy]acetate

Conditions

Conditions	Yield
Stage #1: 4-methoxy-2-nitrophenol With potassium hydroxide In ethanol for 1h; Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide for 24h; Further stages.;	99%
With potassium carbonate In acetone Reflux;	85%
With potassium carbonate In acetone for 12h; Reflux;	85%

: 1568-70-3
4-methoxy-2-nitrophenol

: 1025373-45-8
trifluoromethanesulfonic acid anhydride

: 213596-32-8
Trifluoromethanesulfonic acid 4-methoxy-2-nitrophenyl ester

Conditions

Conditions	Yield
With pyridine; hydrogenchloride In dichloromethane; water	99%

: 931-53-3
Cyclohexyl isocyanide

: 1568-70-3
4-methoxy-2-nitrophenol

: 123-38-6
propionaldehyde

: 104-86-9
4-chlorobenzylamine

: 2-(N-(4-chlorobenzyl)-N-(4-methoxy-2-nitrophenyl)amino)-N-cyclohexylbutanamide

Conditions

Conditions	Yield
In methanol at 60℃; for 72h;	98%
In methanol at 60℃; Ugi-Smiles coupling;	98%

...Expand

: 1568-70-3
4-methoxy-2-nitrophenol

: 100-51-6
benzyl alcohol

: 5‐methoxy‐2‐phenylbenzo[d]oxazole

Conditions

Conditions	Yield
With Au NCs/TiO2 In toluene at 130℃; for 24h; Inert atmosphere;	97%
With 1,1'-bis-(diphenylphosphino)ferrocene In toluene at 150℃; for 24h; Inert atmosphere;	83%

: 1568-70-3
4-methoxy-2-nitrophenol

: 870-63-3
prenyl bromide

: 4-methoxy-1-(3'-methylbut-2'-enyloxy)-2-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In acetone Heating;	96%
With potassium carbonate In acetone at 65℃; for 12h;

: 37167-62-7
bromo-phenyl-acetic acid methyl ester

: 1568-70-3
4-methoxy-2-nitrophenol

: methyl 2-(4-methoxy-2-nitrophenoxy)-2-phenylacetate

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20 - 50℃; for 16h;	96%

: 1568-70-3
4-methoxy-2-nitrophenol

: 115929-59-4
2-bromo-4-methoxy-6-nitrophenol

Conditions

Conditions	Yield
With bromine; potassium bromide In water; acetic acid at 20℃; for 1h;	95%
With bromine; acetic acid; potassium bromide In water at 70℃; for 16h;	89%
With bromine; acetic acid for 1h; Heating;	76%

: 1568-70-3
4-methoxy-2-nitrophenol

: 98-88-4
benzoyl chloride

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

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	94%
With pyridine at 20℃; for 4h;

: 1568-70-3
4-methoxy-2-nitrophenol

: 100-07-2
4-methoxy-benzoyl chloride

: 1290636-85-9
C15H13NO6

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	92%

: 1568-70-3
4-methoxy-2-nitrophenol

: 102-92-1
cinnamoyl chloride

: 4-methoxy-2-nitrophenyl cinnamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃;	90%

: 1568-70-3
4-methoxy-2-nitrophenol

: 122-01-0
4-chloro-benzoyl chloride

: 1290636-86-0
C14H10ClNO5

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	89%

: 1568-70-3
4-methoxy-2-nitrophenol

: 54795-27-6
5-methyl-3,4-hexadien-1-ol

: 4-methoxy-1-((5-methylhexa-3,4-dien-1-yl)oxy)-2-nitrobenzene

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 0 - 20℃; for 17h; Mitsunobu Displacement; Inert atmosphere;	89%

: 28069-69-4
tetrakis(trimethylphosphine)nickel(0)

: 1568-70-3
4-methoxy-2-nitrophenol

: 80937-33-3
oxygen

: 226714-29-0
trans-bis(4-methoxy-2-nitrophenolato[O:O])bis(oxotrimethylphosphorane)nickel

Conditions

Conditions	Yield
In diethyl ether byproducts: OPMe3, H2O; absence of air and moisture; exposing mixt. of Ni-complex and substituted phenol to slight excess O2 at -70°C, stirring at 0°C for17 h; removal of volatiles (vac.), extn. into THF, crystn. (THF/ether=5:1, -27°C); elem. anal.;	87%

...Expand

: 1568-70-3
4-methoxy-2-nitrophenol

: 2-(2,6-diisopropylphenyl)-6-(4-methoxy-2-nitrophenoxy)-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions

Conditions	Yield
With hydrogenchloride; potassium carbonate; acetic acid	87%

: 1445-45-0
Trimethyl orthoacetate

: 1568-70-3
4-methoxy-2-nitrophenol

: 5676-57-3
5-Methoxy-2-methyl-benzoxazole

Conditions

Conditions	Yield
With indium; acetic acid In benzene for 1h; Inert atmosphere; Reflux;	86%

: 1568-70-3
4-methoxy-2-nitrophenol

: 106-96-7
propargyl bromide

: 63147-85-3
5-methoxy-2-(prop-2-ynyloxy)nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In acetone for 16h; Heating;	85%
With potassium carbonate In acetone Heating;
With potassium carbonate In toluene; acetonitrile at 70℃; Inert atmosphere;

: 1568-70-3
4-methoxy-2-nitrophenol

: 78-95-5
chloroacetone

: 1-(4-methoxy-2-nitrophenoxy)propan-2-one

Conditions

Conditions	Yield
With sodium hydrogencarbonate; methyl tributylammonium chloride; potassium bromide In water; toluene at 65℃; for 24h;	85%
With potassium carbonate; potassium iodide In acetone at 55℃;

: 1568-70-3
4-methoxy-2-nitrophenol

: 106-95-6
allyl bromide

: 1-(allyloxy)-4-methoxy-2-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 70℃; for 24h; Schlenk technique;	84%
With potassium carbonate In acetone at 60℃; for 5h;	76%
With potassium carbonate In acetone at 81℃; for 6h; Schlenk technique;

: 1568-70-3
4-methoxy-2-nitrophenol

: 149-73-5
trimethyl orthoformate

: 5-methoxybenzoxazole

Conditions

Conditions	Yield
With indium; acetic acid In benzene for 1h; Inert atmosphere; Reflux;	83%

: 1568-70-3
4-methoxy-2-nitrophenol

: 4-methoxy-2-nitrophenyl sulfurofluoridate

Conditions

Conditions	Yield
Stage #1: 4-methoxy-2-nitrophenol With potassium fluoride; potassium carbonate; N,N`-sulfuryldiimidazole; trifluoroacetic acid In water; acetonitrile Stage #2: In water; acetonitrile at 20℃; for 18h;	81%

: 1568-70-3
4-methoxy-2-nitrophenol

: 6226-25-1
2,2,2-trifluoroethyl trifluoromethanesulphonate

: 4-methoxy-2-nitro-1-(2,2,2-trifluoroethoxy)benzene

Conditions

Conditions	Yield
Stage #1: 4-methoxy-2-nitrophenol With caesium carbonate In dimethyl sulfoxide for 0.0833333h; Cooling with ice; Stage #2: 2,2,2-trifluoroethyl trifluoromethanesulphonate at 20 - 24℃;	81%

: 4-chloro-6-methylpyrimidine-5-carbonitrile

: 1568-70-3
4-methoxy-2-nitrophenol

: 4-(4-methoxy-2-nitrophenoxy)-6-methylpyrimidine-5-carbonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;	80%

: 1568-70-3
4-methoxy-2-nitrophenol

: 100-35-6
2-(diethylamino)ethyl chloride

: 805192-92-1
N,N-diethyl-2-(4-methoxy-2-nitrophenoxy)ethanamine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 1.5h; Heating;	78%

: 1568-70-3
4-methoxy-2-nitrophenol

: 59795-89-0
phenethyl isocyanide

: 630-19-3
pivalaldehyde

: 1558696-36-8
2-(4-methoxy-2-nitrophenoxy)-3,3-dimethyl-N-phenethylbutanamide

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 55℃; for 12h; Passerini Condensation; Inert atmosphere;	78%
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 55℃; for 12h; Passerini Condensation;	78%

...Expand

: 1568-70-3
4-methoxy-2-nitrophenol

: 128-37-0
2,6-di-tert-butyl-4-methyl-phenol

: 29078-05-5
2-(3,5-di-tert-butyl-4-hydroxyphenyl)-5-methoxybenzoxazole

Conditions

Conditions	Yield
With iron; sulfur In 1,2-dichloro-benzene at 180℃; for 24h; Inert atmosphere;	76%

4-Methoxy-2-nitrophenol Chemical Properties

Molecular Structure of Phenol,4-methoxy-2-nitro- (CAS No. 1568-70-3):

IUPAC Name: 4-Methoxy-2-nitrophenol
Molecular Formula: C₇H₇NO₄
Molecular Weight: 169.134780 g/mol
Synonyms: 4-Methoxy-2-nitrophenol
Appearance: orange-brown powder and chunks
Index of Refraction: 1.583
Molar Refractivity: 41.35 cm³
Molar Volume: 123.7 cm³
Surface Tension: 53.4 dyne/cm
Density: 1.367 g/cm³
Flash Point: 128.7 °C
Enthalpy of Vaporization: 54.96 kJ/mol
Boiling Point: 289.1 °C at 760 mmHg
Vapour Pressure: 0.00129 mmHg at 25°C
Melting Point: 78-80 °C(lit.)
Product Categories: Aromatic Phenols;Phenoles and thiophenoles;Organic Building Blocks;Oxygen Compounds;Phenols
Structure Descriptors of Phenol,4-methoxy-2-nitro- (CAS No. 1568-70-3):
SMILES: O=[N+]([O-])c1cc(OC)ccc1O
InChI: InChI=1/C7H7NO4/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,9H,1H3
InChIKey: YBUGOACXDPDUIR-UHFFFAOYAP
Std. InChI: InChI=1S/C7H7NO4/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,9H,1H3
Std. InChIKey: YBUGOACXDPDUIR-UHFFFAOYSA-N

4-Methoxy-2-nitrophenol Safety Profile

Safety Information of Phenol,4-methoxy-2-nitro- (CAS No. 1568-70-3):
Hazard Codes: Xi Irritant
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3

Product Name

4-Methoxy-2-nitrophenol

Synthetic route

4-Methoxy-2-nitrophenol Chemical Properties

4-Methoxy-2-nitrophenol Safety Profile

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