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4-Methoxy-o-phenylenediamine
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Name

4-Methoxy-o-phenylenediamine

 EINECS 600-319-0
CAS No. 102-51-2 Density 1.171 g/cm3
PSA 61.27000 LogP 2.02200
Solubility N/A Melting Point 46-48°C
Formula C7H10N2O Boiling Point 302.379 °C at 760 mmHg
Molecular Weight 138.169 Flash Point 161.716 °C
Transport Information UN 2811 Appearance Dark brownish black solid
Safety 26-36/37/39-45 Risk Codes 23/24/25-36/37/38
Molecular Structure Molecular Structure of 102-51-2 (4-METHOXY-O-PHENYLENEDIAMINE) Hazard Symbols IrritantXi
Synonyms

o-Phenylenediamine,4-methoxy- (6CI,7CI,8CI);1,2-Diamino-4-methoxybenzene;3,4-Diaminoanisole;4-Methoxy-1,2-benzenediamine;4-Methoxy-1,2-diaminobenzene;4-Methoxy-1,2-phenylenediamine;4-Methoxy-2-aminoaniline;4-Methoxy-o-phenylenediamine;p-Methoxy-o-phenylenediamine;

Article Data 71

4-Methoxy-o-phenylenediamine Synthetic route

96-96-8

4-methoxy-2-nitroaniline

102-51-2

4-methoxy-1,2-phenylenediamine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; under 2585.81 Torr; for 24h;99%
With hydrogen; palladium 10% on activated carbon In methanol at 20℃;97%
With sodium sulfide In water for 6h; Heating;96%
10336-13-7

1-azido-4-methoxy-2-nitrobenzene

102-51-2

4-methoxy-1,2-phenylenediamine

Conditions
ConditionsYield
With hydrogenchloride; indium In tetrahydrofuran at 20℃; for 6h;99%
62415-74-1

3,4-dibromoanisole

102-51-2

4-methoxy-1,2-phenylenediamine

Conditions
ConditionsYield
With C24H12Cu2F9N4O7; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 140℃; for 16h;99%
4280-28-8

3,4-dinitroanisole

102-51-2

4-methoxy-1,2-phenylenediamine

Conditions
ConditionsYield
With palladium on activated charcoal; ethanol Hydrogenation;
16133-49-6

5-methoxy-2-nitroaniline

102-51-2

4-methoxy-1,2-phenylenediamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol under 1551.4 Torr; for 2h;
With hydrogen In methanol at 20℃; under 1551.49 Torr; for 2h;
With palladium on activated charcoal; hydrogen In methanol
7647-01-0

hydrogenchloride

64-19-7

acetic acid

96-96-8

4-methoxy-2-nitroaniline

zinc

zinc

102-51-2

4-methoxy-1,2-phenylenediamine

64-17-5

ethanol

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

96-96-8

4-methoxy-2-nitroaniline

zinc

zinc

102-51-2

4-methoxy-1,2-phenylenediamine

119-81-3

4-methoxy-2-nitroacetanilide

102-51-2

4-methoxy-1,2-phenylenediamine

Conditions
ConditionsYield
With sodium sulfide for 6h; Heating;
Multi-step reaction with 2 steps
1: 99 percent / NaOH; KOH / H2O / 0.5 h / Heating
2: 96 percent / Na2S*9H2O / H2O / 6 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide / methanol
2: tin; hydrogenchloride
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride / water / 18 h / Reflux
2: iron; ammonium chloride / water; ethanol / 24 h / Reflux
View Scheme
51-66-1

4-methoxyacetanilide

102-51-2

4-methoxy-1,2-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / nitric acid; sulfuric acid / 0 - 5 °C
2: Na2S*9H2O / 6 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 91 percent / nitric acid; sulfuric acid / 0 - 5 °C
2: 99 percent / NaOH; KOH / H2O / 0.5 h / Heating
3: 96 percent / Na2S*9H2O / H2O / 6 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: nitric acid; sulfuric acid
2: sodium hydroxide / methanol
3: tin; hydrogenchloride
View Scheme
Multi-step reaction with 3 steps
1: nitric acid / dichloromethane / 2.33 h / 20 °C / Reflux
2: hydrogenchloride / water / 18 h / Reflux
3: iron; ammonium chloride / water; ethanol / 24 h / Reflux
View Scheme
104-94-9

4-methoxy-aniline

102-51-2

4-methoxy-1,2-phenylenediamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / acetic acid / 2 h / 110 °C
2: 91 percent / nitric acid; sulfuric acid / 0 - 5 °C
3: Na2S*9H2O / 6 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 85 percent / acetic acid / 2 h / 110 °C
2: 91 percent / nitric acid; sulfuric acid / 0 - 5 °C
3: 99 percent / NaOH; KOH / H2O / 0.5 h / Heating
4: 96 percent / Na2S*9H2O / H2O / 6 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: acetic acid
2: nitric acid; sulfuric acid
3: sodium hydroxide / methanol
4: tin; hydrogenchloride
View Scheme
Multi-step reaction with 4 steps
1.1: triethylamine / dichloromethane / 0.33 h / 0 °C / Inert atmosphere
1.2: 2.33 h / 0 - 20 °C
2.1: nitric acid / dichloromethane / 2.33 h / 20 °C / Reflux
3.1: hydrogenchloride / water / 18 h / Reflux
4.1: iron; ammonium chloride / water; ethanol / 24 h / Reflux
View Scheme

4-Methoxy-o-phenylenediamine Chemical Properties

IUPAC Name: 4-Methoxybenzene-1,2-diamine
The molecular formula of 4-Methoxybenzene-1,2-diamine (CAS NO.102-51-2) is C7H10N2O.

                                     
The molecular weight of 4-Methoxybenzene-1,2-diamine (CAS NO.102-51-2) is 138.17.
Synonyms of 4-Methoxybenzene-1,2-diamine (CAS NO.102-51-2): 1,2-Benzenediamine, 4-methoxy- ; 4-Methoxy-1,2-diaminobenzene ; 3,4-Diaminoanisole
Product Categories: Intermediates of Dyes and Pigments
Index of Refraction: 1.619 
Density: 1.17 g/ml 
Flash Point: 161.7 °C
Boiling Point: 302.4 °C
Melting Point: 46-48 °C
Sensitive  Air Sensitive

4-Methoxy-o-phenylenediamine Uses

 4-Methoxybenzene-1,2-diamine (CAS NO.102-51-2) is used as chemical reagent, organic intermediates, fine chemicals, pharmaceutical research and development.

4-Methoxy-o-phenylenediamine Toxicity Data With Reference

1.    

dnd-hmn:fbr 50 µmol/L

     MUREAV    Mutation Research. 127 (1984),107.

4-Methoxy-o-phenylenediamine Consensus Reports

Reported in EPA TSCA Inventory. Community Right-To-Know List.

4-Methoxy-o-phenylenediamine Safety Profile

Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.Safety information of 4-Methoxybenzene-1,2-diamine (CAS NO.102-51-2):
Hazard Codes  IrritantXi
Risk Statements  23/24/25-36/37/38
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements  26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR  2811
Hazard Note  Irritant

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