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1568-70-3

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1568-70-3 Usage

Chemical Properties

orange-brown powder and chunks

Uses

4-Methoxy-2-nitrophenol can treat obesity, prevent weight gain, promote weight loss, promote slimming, or treat or prevent the development of diabetes.

Check Digit Verification of cas no

The CAS Registry Mumber 1568-70-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,6 and 8 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1568-70:
(6*1)+(5*5)+(4*6)+(3*8)+(2*7)+(1*0)=93
93 % 10 = 3
So 1568-70-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H7NO4/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,9H,1H3/p-1

1568-70-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A13409)  4-Methoxy-2-nitrophenol, 98%   

  • 1568-70-3

  • 10g

  • 378.0CNY

  • Detail
  • Alfa Aesar

  • (A13409)  4-Methoxy-2-nitrophenol, 98%   

  • 1568-70-3

  • 50g

  • 1135.0CNY

  • Detail
  • Alfa Aesar

  • (A13409)  4-Methoxy-2-nitrophenol, 98%   

  • 1568-70-3

  • 250g

  • 2545.0CNY

  • Detail

1568-70-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Methoxy-2-nitrophenol

1.2 Other means of identification

Product number -
Other names p-methoxy-o-nitrophenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1568-70-3 SDS

1568-70-3Synthetic route

4-methoxy-phenol
150-76-5

4-methoxy-phenol

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
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%
1,4-dimethoxy-2-nitrobenzene
89-39-4

1,4-dimethoxy-2-nitrobenzene

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
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
p-cresol
106-44-5

p-cresol

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
With nickel ammonium sulfate; nitric acid In chloroform; water at 20℃; for 3h;93%
2,3,5,6-tetrabromo-4-methyl-4-nitrocyclohexa-2,5-dien-1-one
95111-49-2

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

4-methoxy-phenol
150-76-5

4-methoxy-phenol

A

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

4-methoxy-2-nitrophenol

B

tetrabromo-p-cresol
37721-75-8

tetrabromo-p-cresol

C

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

2,3,5-tribromo-4-methyl-6-nitrophenol

D

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
In acetone at -50 - 30℃; Mechanism; phenol;A 40%
B 70%
C 30%
D 8%
4-bromo-3-nitroanizole
5344-78-5

4-bromo-3-nitroanizole

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
With potassium phosphate; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 50℃; for 22h;70%
4-methoxy-2-nitroaniline
96-96-8

4-methoxy-2-nitroaniline

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
With water; sodium hydroxide at 100℃; for 4h;63%
With potassium hydroxide
With sodium hydroxide; P2 O5 In water
4-methoxy-phenol
150-76-5

4-methoxy-phenol

A

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

4-methoxy-2-nitrophenol

B

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

4-methoxy-2,6-dinitrophenol

Conditions
ConditionsYield
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%
tert.-butylnitrite
540-80-7

tert.-butylnitrite

4-methoxy-phenol
150-76-5

4-methoxy-phenol

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

4-methoxy-2-nitrophenol

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

A

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

4-methoxy-2-nitrophenol

B

(p-methoxyphenyl)nitromethane
29559-26-0

(p-methoxyphenyl)nitromethane

C

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
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%
4-methoxy-phenol
150-76-5

4-methoxy-phenol

A

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

4-methoxy-2-nitrophenol

B

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
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

5-hydroxy-2-methoxy-4-nitrobenzaldehyde

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
With palladium diacetate In cyclohexane at 140℃; for 20h; Molecular sieve; Sealed tube;14%
4-methoxybenzenediazonium tetrafluoroborate
459-64-3

4-methoxybenzenediazonium tetrafluoroborate

disodium salt of the dianion of 1,4-dinitrocyclooctatetraene

disodium salt of the dianion of 1,4-dinitrocyclooctatetraene

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
Further byproducts given;6%
1,4-dimethoxy-2-nitrobenzene
89-39-4

1,4-dimethoxy-2-nitrobenzene

A

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

4-methoxy-2-nitrophenol

B

2-nitrohydroquinone
16090-33-8

2-nitrohydroquinone

Conditions
ConditionsYield
With hydrogen bromide
p-tert-butoxyanisole
15360-00-6

p-tert-butoxyanisole

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
With nitric acid; acetic acid; propionic acid at -10 - 5℃; Behandeln der Reaktionsprodukte mit konz. wss. HCl und Essigsaeure bei 16grad bzw. bei 100grad;
p-tert-butoxyanisole
15360-00-6

p-tert-butoxyanisole

A

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

4-methoxy-2-nitrophenol

B

4-hydroxy-2-nitroanisole
15174-02-4

4-hydroxy-2-nitroanisole

Conditions
ConditionsYield
With nitric acid; acetic acid; propionic acid at -10 - 5℃; Behandeln der Reaktionsprodukte mit konz. wss. HCl und Essigsaeure bei 16grad oder bei 100grad;
p-Isopropoxyphenyl methyl ether
20744-02-9

p-Isopropoxyphenyl methyl ether

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
With nitric acid; acetic acid; propionic acid at -10 - 5℃; Behandeln der Reaktionsprodukte mit konz. wss. HCl und Essigsaeure bei 16grad bzw. bei 100grad;
p-Isopropoxyphenyl methyl ether
20744-02-9

p-Isopropoxyphenyl methyl ether

A

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

4-methoxy-2-nitrophenol

B

4-hydroxy-2-nitroanisole
15174-02-4

4-hydroxy-2-nitroanisole

Conditions
ConditionsYield
With nitric acid; acetic acid; propionic acid at -10 - 5℃; Behandeln der Reaktionsprodukte mit konz. wss. HCl und Essigsaeure bei 16grad oder bei 100grad;
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
With sodium hydroxide
2-hydroxy-5-methoxy-3-nitrobenzoic acid
2888-01-9

2-hydroxy-5-methoxy-3-nitrobenzoic acid

aniline
62-53-3

aniline

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

4-methoxy-2-nitrophenol

2-nitrohydroquinone
16090-33-8

2-nitrohydroquinone

methyl iodide
74-88-4

methyl iodide

A

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

4-methoxy-2-nitrophenol

B

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

1,4-dimethoxy-2-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate at 100℃; im geschlossenen Rohr;
para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
With sodium hydroxide Irradiation;
4-methoxy-phenol
150-76-5

4-methoxy-phenol

A

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

4-methoxy-2-nitrophenol

B

4-methoxycatechol
3934-97-2

4-methoxycatechol

Conditions
ConditionsYield
With sodium peroxynitrite In phosphate buffer at 20 - 25℃; pH=7.0; Kinetics; Further Variations:; Solvents; Nitration; hydroxylation;
4-methoxy-2-nitroaniline
96-96-8

4-methoxy-2-nitroaniline

aqueous KOH-solution

aqueous KOH-solution

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

4-methoxy-2-nitrophenol

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

1,4-dimethoxy-2-nitrobenzene

aqueous-alcoholic KOH-solution

aqueous-alcoholic KOH-solution

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

4-methoxy-2-nitrophenol

p-Isopropoxyphenyl methyl ether
20744-02-9

p-Isopropoxyphenyl methyl ether

nitric acid
7697-37-2

nitric acid

acetic acid
64-19-7

acetic acid

propionic acid
802294-64-0

propionic acid

A

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

4-methoxy-2-nitrophenol

B

4-hydroxy-2-nitroanisole
15174-02-4

4-hydroxy-2-nitroanisole

Conditions
ConditionsYield
at 0 - 5℃; Erwaermen des Reaktionsprodukts mit konz. wss. HCl und Essigsaeure;
4-methoxy-3-nitroaniline
577-72-0

4-methoxy-3-nitroaniline

water
7732-18-5

water

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
With potassium hydroxide
methanol
67-56-1

methanol

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

methyl 2-nitro-4-methoxyphenyl phosphate

A

dimethylphosphoric acid
813-78-5

dimethylphosphoric acid

B

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
With tert-butylammonium hydroxide; 1,3-bis-N1-(1,5,9-triazacyclododecyl)propane*Zn(II)*MeOH at 25℃; Kinetics;
2,5-dimethoxy-4-nitrobenzaldehyde
1207-59-6

2,5-dimethoxy-4-nitrobenzaldehyde

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

4-methoxy-2-nitrophenol

Conditions
ConditionsYield
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
4-methoxy-2-nitroaniline
96-96-8

4-methoxy-2-nitroaniline

A

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

5-methoxy-benzo[1,2,5]oxadiazole

B

3-nitroanisole
555-03-3

3-nitroanisole

C

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

4-methoxy-2-nitrophenol

D

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

4-methoxy-[1,2]benzoquinone

E

4-methoxycatechol
3934-97-2

4-methoxycatechol

Conditions
ConditionsYield
With ferrous(II) sulfate heptahydrate; dihydrogen peroxide at 25℃; for 0.0166667h; pH=6.12; Kinetics; pH-value;
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

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

2-amino-4-methoxyphenol hydrochloride

Conditions
ConditionsYield
With hydrogen; palladium on activated carbon In methanol for 4h;100%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

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

2-amino-4-methoxyphenol

Conditions
ConditionsYield
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%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

ethyl bromoacetate
105-36-2

ethyl bromoacetate

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

ethyl 2-[4-methoxy-2-nitrophenoxy]acetate

Conditions
ConditionsYield
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%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

trifluoromethanesulfonic acid anhydride
1025373-45-8

trifluoromethanesulfonic acid anhydride

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

Trifluoromethanesulfonic acid 4-methoxy-2-nitrophenyl ester

Conditions
ConditionsYield
With pyridine; hydrogenchloride In dichloromethane; water99%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

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

4-methoxy-2-nitrophenol

propionaldehyde
123-38-6

propionaldehyde

4-chlorobenzylamine
104-86-9

4-chlorobenzylamine

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

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

Conditions
ConditionsYield
In methanol at 60℃; for 72h;98%
In methanol at 60℃; Ugi-Smiles coupling;98%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

benzyl alcohol
100-51-6

benzyl alcohol

5‐methoxy‐2‐phenylbenzo[d]oxazole

5‐methoxy‐2‐phenylbenzo[d]oxazole

Conditions
ConditionsYield
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%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

prenyl bromide
870-63-3

prenyl bromide

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

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

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;96%
With potassium carbonate In acetone at 65℃; for 12h;
bromo-phenyl-acetic acid methyl ester
37167-62-7

bromo-phenyl-acetic acid methyl ester

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

4-methoxy-2-nitrophenol

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

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

Conditions
ConditionsYield
With potassium carbonate In acetone at 20 - 50℃; for 16h;96%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

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

2-bromo-4-methoxy-6-nitrophenol

Conditions
ConditionsYield
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%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

benzoyl chloride
98-88-4

benzoyl chloride

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

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

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;94%
With pyridine at 20℃; for 4h;
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

C15H13NO6
1290636-85-9

C15H13NO6

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;92%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

cinnamoyl chloride
102-92-1

cinnamoyl chloride

4-methoxy-2-nitrophenyl cinnamate

4-methoxy-2-nitrophenyl cinnamate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃;90%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

C14H10ClNO5
1290636-86-0

C14H10ClNO5

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;89%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

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

5-methyl-3,4-hexadien-1-ol

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

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

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 0 - 20℃; for 17h; Mitsunobu Displacement; Inert atmosphere;89%
tetrakis(trimethylphosphine)nickel(0)
28069-69-4

tetrakis(trimethylphosphine)nickel(0)

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

4-methoxy-2-nitrophenol

oxygen
80937-33-3

oxygen

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

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

Conditions
ConditionsYield
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%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

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

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

Conditions
ConditionsYield
With hydrogenchloride; potassium carbonate; acetic acid87%
Trimethyl orthoacetate
1445-45-0

Trimethyl orthoacetate

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

4-methoxy-2-nitrophenol

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

5-Methoxy-2-methyl-benzoxazole

Conditions
ConditionsYield
With indium; acetic acid In benzene for 1h; Inert atmosphere; Reflux;86%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

propargyl bromide
106-96-7

propargyl bromide

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

5-methoxy-2-(prop-2-ynyloxy)nitrobenzene

Conditions
ConditionsYield
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;
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

chloroacetone
78-95-5

chloroacetone

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

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

Conditions
ConditionsYield
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℃;
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

allyl bromide
106-95-6

allyl bromide

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

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

Conditions
ConditionsYield
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;
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

trimethyl orthoformate
149-73-5

trimethyl orthoformate

5-methoxybenzoxazole

5-methoxybenzoxazole

Conditions
ConditionsYield
With indium; acetic acid In benzene for 1h; Inert atmosphere; Reflux;83%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

4-methoxy-2-nitrophenyl sulfurofluoridate

4-methoxy-2-nitrophenyl sulfurofluoridate

Conditions
ConditionsYield
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%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

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

2,2,2-trifluoroethyl trifluoromethanesulphonate

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

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

Conditions
ConditionsYield
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

4-chloro-6-methylpyrimidine-5-carbonitrile

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

4-methoxy-2-nitrophenol

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

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

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;80%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

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

2-(diethylamino)ethyl chloride

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

N,N-diethyl-2-(4-methoxy-2-nitrophenoxy)ethanamine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 1.5h; Heating;78%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

phenethyl isocyanide
59795-89-0

phenethyl isocyanide

pivalaldehyde
630-19-3

pivalaldehyde

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

2-(4-methoxy-2-nitrophenoxy)-3,3-dimethyl-N-phenethylbutanamide

Conditions
ConditionsYield
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%
4-methoxy-2-nitrophenol
1568-70-3

4-methoxy-2-nitrophenol

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

2,6-di-tert-butyl-4-methyl-phenol

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

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

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

1568-70-3Relevant articles and documents

Total Synthesis and Structural Revision of Clavilactone D

Takao, Ken-Ichi,Nemoto, Ryuichi,Mori, Kento,Namba, Ayumi,Yoshida, Keisuke,Ogura, Akihiro

, p. 3828 - 3831 (2017)

A structural revision of clavilactone D, a potent inhibitor of protein tyrosine kinases, was achieved by total syntheses of two newly proposed structures. The syntheses relied on ring-opening/ring-closing metathesis, which transformed a cyclobutenecarboxylate into a γ-butenolide. The syntheses confirmed that the correct structure of clavilactone D has an amino group at C-3 instead of a hydroxy group at C-2 in the originally proposed structure.

Preparative methods of 4-methoxy-2,6-dinitrophenol.

Kawano,Hirai,Kaneko

, p. 890 - 891 (1965)

-

3-(Ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium cation: A green alternative to tert-butyl nitrite for synthesis of nitro-group-containing arenes and drugs at room temperature

Chaudhary, Renu,Natarajan, Palani,Rani, Neetu,Sakshi,Venugopalan, Paloth

supporting information, (2019/12/30)

Due to their remarkable properties, task-specific ionic liquids have turned out to be progressively popular over the last few years in the field of green organic synthesis. Herein, for the first time, we report that a new task-specific nitrite-based ionic liquid such as 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imides (TS-N-IL) derived from biodegradable ethyl nicotinate indeed acted as an efficient and eco-friendly reagent for the synthesis of highly valuable nitroaromatic compounds and drugs including nitroxynil, tolcapone, niclofolan, flutamide, niclosamide and nitrazepam. The bridging of an ionic liquid with nitrite group not only increases the yield and rate of direct C[sbnd]N bond formation reaction but also allows easy product separation and recyclability of a byproduct. Nonvolatile nature, easy synthesis, merely stoichiometric need and mildness are a portion of the extra focal points of TS-N-IL while contrasted with tert-butyl nitrite an outstanding and highly-flammable reagent utilized largely in organic synthesis.

Study on the degradation mechanism and pathway of benzene dye intermediate 4-methoxy-2-nitroaniline: Via multiple methods in Fenton oxidation process

Guo, Ying,Xue, Qiang,Cui, Kangping,Zhang, Jia,Wang, Hui,Zhang, Huanzhen,Yuan, Fang,Chen, Honghan

, p. 10764 - 10775 (2018/03/26)

Benzene dye intermediate (BDI) 4-methoxy-2-nitroaniline (4M2NA) wastewater has caused significant environmental concern due to its strong toxicity and potential carcinogenic effects. Reports concerning the degradation of 4M2NA by advanced oxidation process are limited. In this study, 4M2NA degradation by Fenton oxidation has been studied to obtain more insights into the reaction mechanism involved in the oxidation of 4M2NA. Results showed that when the 4M2NA (100 mg L-1) was completely decomposed, the TOC removal efficiency was only 30.70-31.54%, suggesting that some by-products highly recalcitrant to the Fenton oxidation were produced. UV-Vis spectra analysis based on Gauss peak fitting, HPLC analysis combined with two-dimensional correlation spectroscopy and GC-MS detection were carried out to clarify the degradation mechanism and pathway of 4M2NA. A total of nineteen reaction intermediates were identified and two possible degradation pathways were illustrated. Theoretical TOC calculated based on the concentration of oxalic acid, acetic acid, formic acid, and 4M2NA in the degradation process was nearly 94.41-97.11% of the measured TOC, indicating that the oxalic acid, acetic acid and formic acid were the main products. Finally, the predominant degradation pathway was proposed. These results could provide significant information to better understand the degradation mechanism of 4M2NA.

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