4-Methoxy-o-phenylenediamine supplier

Name
4-METHOXY-O-PHENYLENEDIAMINE
EINECS 600-319-0
CAS No. 102-51-2
Article Data71
CAS DataBase
Density 1.171 g/cm³
Solubility
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
Hazard Symbols Xi
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;
PSA 61.27000
LogP 2.02200

Synthetic route

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

: 102-51-2
4-methoxy-1,2-phenylenediamine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With palladium on activated charcoal; ethanol Hydrogenation;

: 16133-49-6
5-methoxy-2-nitroaniline

: 102-51-2
4-methoxy-1,2-phenylenediamine

Conditions

Conditions	Yield
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

...Expand

: 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

...Expand

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

: 102-51-2
4-methoxy-1,2-phenylenediamine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

: 5228-61-5
5-bromo-2-nitroaniline

: 102-51-2
4-methoxy-1,2-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate 2: palladium on activated charcoal; ammonium formate / Reflux View Scheme

: 16554-45-3
2-methoxy-6-nitroaniline

: 102-51-2
4-methoxy-1,2-phenylenediamine

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In methanol at 20 - 30℃; under 1500.15 - 3750.38 Torr; for 0.5h; Autoclave;

: 79-14-1
glycolic Acid

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 20033-99-2
(5-methoxy-1H-benzimidazole-2-yl)-methanol

Conditions

Conditions	Yield
With hydrogenchloride In water Reflux;	100%
With hydrogenchloride In water for 6h; Reflux;	51%
Stage #1: glycolic Acid; 4-methoxy-1,2-phenylenediamine With hydrogenchloride In water for 16h; Heating / reflux; Stage #2: With sodium hydroxide In water
With hydrogenchloride In water for 6h; Reflux;
With hydrogenchloride In water at 100℃; for 6h;

: 1083427-54-6
C12H15IO2

: 102-51-2
4-methoxy-1,2-phenylenediamine

: C31H36I2N2O3

Conditions

Conditions	Yield
In ethanol at 80℃; for 8h; Inert atmosphere;	100%

: 797047-27-9
(3Z)-1-ethyl-3-[(ethylcarbamoylamino)-methylsulfanyl-methylene]urea

: 102-51-2
4-methoxy-1,2-phenylenediamine

: C11H14N4O2

Conditions

Conditions	Yield
With sulfuric acid; sodium acetate In 1,4-dioxane for 1h; pH=3.5; Heating;	99%

: 342803-20-7
dimethyl 4-isothiocyanatoisophthalate

: 102-51-2
4-methoxy-1,2-phenylenediamine

: methyl 8-methoxy-12(5H)-oxobenzimidazo[2,1-b]quinazoline-2-carboxylate

Conditions

Conditions	Yield
Stage #1: dimethyl 4-isothiocyanatoisophthalate; 4-methoxy-1,2-phenylenediamine In dichloromethane for 16h; Stage #2: With dacarbazine In dichloromethane at 20℃; Stage #3: With barium hydroxide octahydrate In 1,4-dioxane at 160℃; for 0.433333h; microwave irradiation; Further stages.;	98%

: 64-18-6
formic acid

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 4887-80-3
5-methoxy-1H-benzimidazole

Conditions

Conditions	Yield
With zinc(II) oxide In water at 70℃; for 4h;	98%
With hydrogenchloride In water for 1h; Reflux;	85%

: 98-98-6
2-Picolinic acid

: 102-51-2
4-methoxy-1,2-phenylenediamine

: N,N'-(4-methoxy-1,2-phenylene)dipicolinamide

Conditions

Conditions	Yield
With triphenyl phosphite In pyridine at 50℃; for 0.0833333h; Microwave irradiation;	98%
With pyridine; triphenyl phosphite at 50℃; for 5h; Sonication;

: 108-24-7
acetic anhydride

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 120951-69-1
N-(2-Formylamino-4-methoxy-phenyl)-formamide

Conditions

Conditions	Yield
With formic acid at 85 - 90℃; for 4h;	97.5%

: 134-81-6
benzil

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 26832-42-8
6-methoxy-2,3-diphenylquinoxaline

Conditions

Conditions	Yield
In methanol; acetic acid at 160℃; for 0.0833333h; Irradiation;	97%
With titanium(IV) oxide In 1,2-dichloro-ethane at 25℃; for 0.25h;	97%
With acetic acid In methanol at 160℃; for 0.0833333h; UV-irradiation;	97%

: 451-40-1
phenyl benzyl ketone

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 26832-42-8
6-methoxy-2,3-diphenylquinoxaline

Conditions

Conditions	Yield
With oxygen; triethylamine In toluene at 90℃; under 760.051 Torr; for 12h;	97%
With [Cu(II)[5,11,17,23-tetrakis(trimethylammonium)-25,26,27,28-tetrahydroxycalix[4]arene](H2O)]I2; oxygen; potassium carbonate In water for 15h; Reflux; Green chemistry;	88%

: 762-42-5
dimethyl acetylenedicarboxylate

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 1458011-75-0
dimethyl 6-methoxyquinoxaline-2,3-dicarboxylate

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene In N,N-dimethyl-formamide at -20℃; for 24h; Inert atmosphere; Darkness;	97%

: ethyl 3,3‐dibromo‐2‐formylacrylate

: 102-51-2
4-methoxy-1,2-phenylenediamine

: ethyl 2-(5-methoxy-1,3-dihydro-2H-benzo[d]imidazol-2-ylidene)-3-oxopropanoate

Conditions

Conditions	Yield
With acetic acid In ethanol at 20℃; Inert atmosphere;	97%

: 16024-82-1
methyl 2-isothiocyanatobenzoate

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 115819-48-2
8-methoxy-benzimidazo<2,1-b>quinazolin-12(5H)-one

Conditions

Conditions	Yield
Stage #1: methyl 2-isothiocyanatobenzoate; 4-methoxy-1,2-phenylenediamine In dichloromethane for 16h; Stage #2: With dacarbazine In dichloromethane at 20℃; Stage #3: With barium hydroxide octahydrate In 1,4-dioxane at 160℃; for 0.433333h; microwave irradiation; Further stages.;	96%

: 78-93-3
butanone

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 2-ethyl-5-methoxy-2-methyl-2H-benzo[d]imidazole

Conditions

Conditions	Yield
With copper diacetate In ethanol at 25℃; for 5h; Green chemistry;	96%

: 122-03-2
(4-isopropylbenzaldehyde)

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 2-(4-isopropylphenyl)-5-methoxy-1H-benzo[d]imidazole

Conditions

Conditions	Yield
In ethanol at 80℃; for 8h;	96%

: 102-51-2
4-methoxy-1,2-phenylenediamine

: C13H12N4O

Conditions

Conditions	Yield
With CotA-laccase In aq. phosphate buffer at 20℃; for 2h; pH=6; Enzymatic reaction;	96%

: 501-65-5
diphenyl acetylene

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 26832-42-8
6-methoxy-2,3-diphenylquinoxaline

Conditions

Conditions	Yield
Stage #1: diphenyl acetylene With iodine In dimethyl sulfoxide at 130℃; for 24h; Stage #2: 4-methoxy-1,2-phenylenediamine In dimethyl sulfoxide at 20℃; for 1h;	96%

: 7446-08-4
selenium(IV) oxide

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 1126-12-1
5-methoxy-2,1,3-benzoselenadiazole

Conditions

Conditions	Yield
With hydrogenchloride In water at 0 - 80℃; for 1h;	95.5%

: 151-50-8
potassium cyanide

: 643-79-8
o-phthalic dicarboxaldehyde

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 1-cyano-2-(2'-amino-4'-methoxyphenyl)isoindole

Conditions

Conditions	Yield
Stage #1: o-phthalic dicarboxaldehyde; 4-methoxy-1,2-phenylenediamine With sodium hydrogensulfite In water for 0.5h; Heating; Stage #2: potassium cyanide In water for 1.5h; Heating; Further stages.;	95%

...Expand

: 1074-12-0
phenylglyoxal hydrate

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 77093-88-0
7-methoxy-2-phenylquinoxaline

Conditions

Conditions	Yield
With iodine In ethanol; water at 50℃; for 0.0125h; Microwave irradiation;	95%

: 67-64-1
acetone

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 5-methoxy-2,2-dimethyl-2H-benzo[d]imidazole

Conditions

Conditions	Yield
With copper diacetate In ethanol at 25℃; for 3h; Green chemistry;	95%

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 4887-80-3
6-methoxy-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With zinc(II) acetate dihydrate In neat (no solvent) at 120℃; under 7600.51 Torr; for 18h; Autoclave; Inert atmosphere; Green chemistry;	95%
With phenylsilane at 120℃; for 12h;	41%
With Triethoxysilane; carbon dioxide; tris(pentafluorophenyl)borate at 120℃; for 24h;	91 %Spectr.

: 123-72-8
butyraldehyde

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 1104075-64-0
5-methoxy-2-propyl-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With zinc(II) chloride In aq. phosphate buffer at 20℃; for 0.5h; pH=7.4;	94%
With copper(II) sulfate In aq. phosphate buffer at 20℃; for 0.833333h; pH=7.4; Kinetics;	92%

: 536-74-3
phenylacetylene

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 7-methoxy-2-phenyl-3-(phenylethynyl)quinoxaline

Conditions

Conditions	Yield
With dmap; caesium carbonate In toluene at 70℃; for 8h; Sealed tube;	94%

: 150114-69-5
2-(3,4,5-trimethoxyphenyl)-2-oxoacetaldehyde

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 6-methoxy-2-(3,4,5-trimethoxyphenyl)benzopyrazine

Conditions

Conditions	Yield
With indium In water at 60℃; under 1241.19 - 2585.81 Torr; for 0.0166667h; Microwave irradiation; Green chemistry; chemoselective reaction;	94%

: 552-89-6
2-nitro-benzaldehyde

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 29528-16-3
2-(6-methoxy-1H-benzimidazol-2-yl)-phenylamine

Conditions

Conditions	Yield
Stage #1: 2-nitro-benzaldehyde; 4-methoxy-1,2-phenylenediamine With Oxone In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: With hydrogen; palladium on activated charcoal In methanol at 20℃; under 1551.49 Torr; for 2h; Further stages.;	93%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 1438395-78-8
2-(tert-butylamino)-5-methoxybenzimidazole

Conditions

Conditions	Yield
With oxygen; palladium diacetate In 2-methyltetrahydrofuran at 75℃; for 20h; Molecular sieve;	93%

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 102-51-2
4-methoxy-1,2-phenylenediamine

: 4887-80-3
5-methoxy-1H-benzimidazole

Conditions

Conditions	Yield
With Imidazole hydrochloride at 120℃; for 6h;	93%

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

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 NO_x.Safety information of 4-Methoxybenzene-1,2-diamine (CAS NO.102-51-2):
Hazard Codes Irritant Xi
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

Product Name

4-METHOXY-O-PHENYLENEDIAMINE

Synthetic route

4-Methoxy-o-phenylenediamine Chemical Properties

4-Methoxy-o-phenylenediamine Uses

4-Methoxy-o-phenylenediamine Toxicity Data With Reference

4-Methoxy-o-phenylenediamine Consensus Reports

4-Methoxy-o-phenylenediamine Safety Profile

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