Product Name

  • Name

    4-METHOXY-2-NITROACETANILIDE

  • EINECS 204-353-3
  • CAS No. 119-81-3
  • Article Data40
  • CAS DataBase
  • Density 1.327g/cm3
  • Solubility
  • Melting Point 117-118°C
  • Formula C9H10 N2 O4
  • Boiling Point 433.8°Cat760mmHg
  • Molecular Weight 210.189
  • Flash Point 216.1°C
  • Transport Information
  • Appearance
  • Safety Poison by intravenous route. When heated to decomposition it emits toxic vapors of NOx.
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 119-81-3 (4-METHOXY-2-NITROACETANILIDE)
  • Hazard Symbols
  • Synonyms p-Acetanisidide,2'-nitro- (6CI,7CI,8CI); 2'-Nitro-4'-methoxyacetanilide;2'-Nitro-p-acetanisidide; 4-Acetamido-1-methoxy-3-nitrobenzene;4-Acetylamino-1-methoxy-3-nitrobenzene; 4-Methoxy-2-nitroacetanilide; NSC 5516
  • PSA 84.15000
  • LogP 2.15800

Synthetic route

4-methoxyacetanilide
51-66-1

4-methoxyacetanilide

A

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

4-methoxy-2-nitroacetanilide

B

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
With nitric acid; silica gel In dichloromethane for 0.166667h; Product distribution; Ambient temperature;A 97%
B 2%
4-methoxyacetanilide
51-66-1

4-methoxyacetanilide

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

4-methoxy-2-nitroacetanilide

Conditions
ConditionsYield
With 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imide at 20℃; for 6h; Ionic liquid;94%
With sulfuric acid; nitric acid at 0 - 5℃;91%
With nitric acid In dichloromethane at 20℃; for 2h; Heating / reflux;90%
acetic anhydride
108-24-7

acetic anhydride

4-methoxy-aniline
104-94-9

4-methoxy-aniline

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

4-methoxy-2-nitroacetanilide

Conditions
ConditionsYield
With bismuth (III) nitrate pentahydrate In dichloromethane at 23℃; regioselective reaction;86%
Stage #1: acetic anhydride; 4-methoxy-aniline With acetic acid In water at 0 - 5℃;
Stage #2: With sulfuric acid In water at 60 - 65℃; for 0.166667h; Cooling with ice;
acetic anhydride
108-24-7

acetic anhydride

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

4-methoxy-2-nitroaniline

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

4-methoxy-2-nitroacetanilide

Conditions
ConditionsYield
for 0.00277778h; Green chemistry;78%
With sulfuric acid Heating;
4-acetylaminomethoxybenzene

4-acetylaminomethoxybenzene

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

4-methoxy-2-nitroacetanilide

Conditions
ConditionsYield
With nitric acid; acetic anhydride; acetic acid In water75%
methanol
67-56-1

methanol

Acetanilid
103-84-4

Acetanilid

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

4-methoxy-2-nitroacetanilide

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; nitric acid; bis-[(trifluoroacetoxy)iodo]benzene In water at 40℃; for 0.5h;53%
N-(4-methoxyphenyl)-N'-methylurea
21260-49-1

N-(4-methoxyphenyl)-N'-methylurea

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

4-methoxy-2-nitroacetanilide

Conditions
ConditionsYield
With nitric acid In acetic acid for 0.333333h; Ambient temperature;30%
acetic anhydride
108-24-7

acetic anhydride

4-methoxy-aniline
104-94-9

4-methoxy-aniline

acetic acid
64-19-7

acetic acid

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

4-methoxy-2-nitroacetanilide

Conditions
ConditionsYield
at 20℃; anschliessendes Behandeln mit Salpetersaeure in Essigsaeure unterhalb 15grad;
4-methoxy-N-nitrosoacetanilide
14839-81-7

4-methoxy-N-nitrosoacetanilide

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

4-methoxy-2-nitroacetanilide

Conditions
ConditionsYield
In tetrachloromethane at 33℃; for 0.733333h;0.8 % Chromat.
nitric acid
7697-37-2

nitric acid

4-methoxyacetanilide
51-66-1

4-methoxyacetanilide

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

4-methoxy-2-nitroacetanilide

nitric acid
7697-37-2

nitric acid

4-methoxyacetanilide
51-66-1

4-methoxyacetanilide

acetic acid
64-19-7

acetic acid

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

4-methoxy-2-nitroacetanilide

4-methoxy-aniline
104-94-9

4-methoxy-aniline

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

4-methoxy-2-nitroacetanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / acetic acid / 2 h / 110 °C
2: 91 percent / nitric acid; sulfuric acid / 0 - 5 °C
View Scheme
Multi-step reaction with 2 steps
1: acetic acid
2: nitric acid; acetic acid
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane
2: nitric acid; acetic anhydride / dichloromethane
View Scheme
4-methoxy-aniline
104-94-9

4-methoxy-aniline

p-azoanisole

p-azoanisole

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

4-methoxy-2-nitroacetanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / 0.25 h / Heating
2: 60percent nitric acid, conc. sulfuric acid / 1.) 0 deg C, 10 min, 2.) RT, 30 min
View Scheme
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

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

4-methoxy-2-nitroaniline

Conditions
ConditionsYield
With potassium hydroxide; sodium hydroxide In water for 0.5h; Heating;99%
With hydrogenchloride; water In ethanol for 6h; Reflux; Inert atmosphere;98%
With hydrogenchloride In water for 18h; Reflux;97.9%
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

2-nitro-4-methoxybenzene diazonium tetrafluoroborate

2-nitro-4-methoxybenzene diazonium tetrafluoroborate

Conditions
ConditionsYield
Stage #1: 4-methoxy-2-nitroacetanilide With boron trifluoride - methanol (1/1) In methanol at 60℃; Inert atmosphere; Reflux;
Stage #2: With tert.-butylnitrite In methanol at -15℃; Inert atmosphere;
92%
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

2'-amino-p-acetanisidide
5472-37-7

2'-amino-p-acetanisidide

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol91%
With hydrogen; palladium on activated charcoal In ethanol under 2585.7 Torr; for 2.5h;80%
With ethanol; platinum Hydrogenation;
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

6-methoxy-2-methyl-1H-benzo[d]imidazole
4887-81-4

6-methoxy-2-methyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
With iron; acetic acid at 60℃; for 0.5h;84%
methanol
67-56-1

methanol

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

4-methoxy-2-nitroacetanilide

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

4-methoxy-2-nitroaniline

Conditions
ConditionsYield
With potassium hydroxide
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
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

3,4-dinitroanisole
4280-28-8

3,4-dinitroanisole

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

N-(4-methoxy-2-nitro-phenyl)-thioacetamide
65183-00-8

N-(4-methoxy-2-nitro-phenyl)-thioacetamide

Conditions
ConditionsYield
With potassium sulphide; phosphorous (V) sulfide; benzene
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

acetic acid-(4-methoxy-N-methyl-2-nitro-anilide)
85020-96-8

acetic acid-(4-methoxy-N-methyl-2-nitro-anilide)

Conditions
ConditionsYield
With sodium; benzene anschliessendes Behandeln mit Dimethylsulfat;
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

acetic acid-(4-methoxy-2,3-dinitro-anilide)
62153-30-4

acetic acid-(4-methoxy-2,3-dinitro-anilide)

Conditions
ConditionsYield
With nitric acid
With nitric acid; acetic acid
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

acetic acid
64-19-7

acetic acid

2'-amino-p-acetanisidide
5472-37-7

2'-amino-p-acetanisidide

Conditions
ConditionsYield
With iron
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

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

2-(diethylamino)ethyl chloride

acetic acid-[N-(2-diethylamino-ethyl)-4-methoxy-2-nitro-anilide]

acetic acid-[N-(2-diethylamino-ethyl)-4-methoxy-2-nitro-anilide]

Conditions
ConditionsYield
With sodium amide; toluene
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

glycerol
56-81-5

glycerol

6-methoxy-8-nitroquinoline
85-81-4

6-methoxy-8-nitroquinoline

Conditions
ConditionsYield
With sulfuric acid; orthoarsenic acid at 140℃;
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

urethane
51-79-6

urethane

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

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

Conditions
ConditionsYield
With phosphorus pentoxide; xylene
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

benzene
71-43-2

benzene

4-methoxy-2-nitro-1,1'-biphenyl
16098-16-1

4-methoxy-2-nitro-1,1'-biphenyl

Conditions
ConditionsYield
(i) NO, NaOAc, (ii) /BRN= 969212/; Multistep reaction;
(i) N2O4, NaOAc, AcOH, Ac2O, (ii) /BRN= 969212/; Multistep reaction;
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

4-methoxy-N1-ethylbenzene-1,2-diamine
79938-45-7

4-methoxy-N1-ethylbenzene-1,2-diamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 1h;472 mg
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

methyl iodide
74-88-4

methyl iodide

acetic acid-(4-methoxy-N-methyl-2-nitro-anilide)
85020-96-8

acetic acid-(4-methoxy-N-methyl-2-nitro-anilide)

Conditions
ConditionsYield
With potassium hydroxide In acetone for 0.5h; Heating; Yield given;
In N-methyl-acetamide; ethyl acetate
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

2-bromo-4-methoxy-6-nitrobenzenamine
10172-35-7

2-bromo-4-methoxy-6-nitrobenzenamine

Conditions
ConditionsYield
(i) aq. KOH, MeOH, (ii) Br2, AcOH; Multistep reaction;
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

2,3,4,5-tetrabromoanisole
6161-61-1

2,3,4,5-tetrabromoanisole

Conditions
ConditionsYield
With pyridine; bromine; acetic acid
4-methoxy-2-nitroacetanilide
119-81-3

4-methoxy-2-nitroacetanilide

acetic acid-(4-methoxy-2,6-dinitro-anilide)

acetic acid-(4-methoxy-2,6-dinitro-anilide)

Conditions
ConditionsYield
With sulfuric acid; nitric acid 1.) 0 deg C, 10 min, 2.) RT, 30 min;

4'-Methoxy-2'-nitroacetanilide Chemical Properties

Chemistry informtion about 2-Nitro-P-Acetanisidide (CAS NO.119-81-3) is:
IUPAC Name: N-(4-Methoxy-2-Nitrophenyl)Acetamide
Synonyms: 2-Nitro-P-Acetanisidid ; N-(4-Methoxy-2-Nitrophenyl)-Acetamid ; P-Acetaniside, 2'-Nitro- ; P-Acetanisidide, 2'-Nitro- ; P-Acetanisidide, 2-Nitro- ; N-Acetyl-4-Methoxy-2-Nitroaniline ; N-Acetyl-2-Nitro-P-Anisidine ; N-(4-Methoxy-2-Nitrophenyl)Acetamide
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts 
MF: C9H10N2O4
MW: 210.19
EINECS: 204-353-3 
Density: 1.327 g/cm
Melting Point: 117-118°C
 Flash Point: 216.1 °C
Boiling Point: 433.8 °C at 760 mmHg
Vapour Pressure: 9.99E-08 mmHg at 25°C 
Enthalpy of Vaporization: 68.98 kJ/mol
BRN: 2809678
Following is the molecular structure of 2-Nitro-P-Acetanisidide (CAS NO.119-81-3) is:

4'-Methoxy-2'-nitroacetanilide Production

Raw materials is Sodium bisulfite-->N-(4-Methoxyphenyl)acetamide

4'-Methoxy-2'-nitroacetanilide Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00426,

4'-Methoxy-2'-nitroacetanilide Consensus Reports

Reported in EPA TSCA Inventory.

4'-Methoxy-2'-nitroacetanilide Safety Profile

Poison by intravenous route. When heated to decomposition it emits toxic vapors of NOx
Risk Statements:
R22:Harmful if swallowed. 
Safety Statements:
S22:Do not breathe dust. 
S36/37:Wear suitable protective clothing and gloves.
RIDADR: 2811
RTECS: AE8310000
HazardClass: 6.1
PackingGroup: III

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