Product Name

  • Name

    2,4-diaminophenol

  • EINECS
  • CAS No. 95-86-3
  • Article Data80
  • CAS DataBase
  • Density 1.343g/cm3
  • Solubility
  • Melting Point 79°C (rough estimate)
  • Formula C6H8 N2 O
  • Boiling Point 347.4°Cat760mmHg
  • Molecular Weight 124.142
  • Flash Point 163.9°C
  • Transport Information
  • Appearance
  • Safety Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also AMINES and PHENOL.
  • Risk Codes
  • Molecular Structure Molecular Structure of 95-86-3 (2,4-diaminophenol)
  • Hazard Symbols
  • Synonyms 2,4-Diaminophenol;4-Hydroxy-1,3-benzenediamine
  • PSA 72.27000
  • LogP 1.71900

Synthetic route

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
With sodium tetrahydroborate; pyrographite In tetrahydrofuran; water at 50 - 60℃; for 5h;97%
With sodium tetrahydroborate In ethanol; water at 45℃; for 0.0833333h;96%
Stage #1: 2,4-Dinitrophenol With palladium on activated charcoal In methanol at 20℃; for 0.0833333h; Autoclave; Inert atmosphere;
Stage #2: With hydrogen In methanol at 65℃; under 3600.36 - 6375.64 Torr; for 1.5h; Pressure; Temperature; Autoclave;
96.16%
meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
With sulfuric acid; mercury(II) sulfate Electrolysis;
With cerium (IV)-sulfate; sulfuric acid at 90 - 95℃; Electrolysis;
With sulfuric acid bei der elektrolytischen Reduktion;
With sulfuric acid bei der elektrolytischen Reduktion;
2-nitro-4-(4'-sulfophenylazo)-phenol
67329-17-3

2-nitro-4-(4'-sulfophenylazo)-phenol

A

2,4-diaminophenol
95-86-3

2,4-diaminophenol

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
bei der Reduktion;
bei der Reduktion;
3-nitro-aniline
99-09-2

3-nitro-aniline

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
With sulfuric acid Electrolysis;
With sulfuric acid bei der elektrolytischen Reduktion;
With oxalic acid; aluminium
2.4-diamino-phenol hydrochloride

2.4-diamino-phenol hydrochloride

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
With sodium sulfite
sulfuric acid
7664-93-9

sulfuric acid

3-nitro-aniline
99-09-2

3-nitro-aniline

aluminium

aluminium

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

sulfuric acid
7664-93-9

sulfuric acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
at 85 - 90℃; Electrolysis;
2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

water
7732-18-5

water

iodophosphorus

iodophosphorus

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

water
7732-18-5

water

hydrogen

hydrogen

nickel

nickel

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
at 40 - 50℃; under 6080 - 7600 Torr;
meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

sulfuric acid
7664-93-9

sulfuric acid

platinum cathode

platinum cathode

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
durch elektrolytische Reduktion;
durch elektrolytische Reduktion;
hydrogenchloride
7647-01-0

hydrogenchloride

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

tin

tin

2,4-diaminophenol
95-86-3

2,4-diaminophenol

meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

sulfuric acid
7664-93-9

sulfuric acid

copper-cathodes

copper-cathodes

A

m-phenylenediamine
108-45-2

m-phenylenediamine

B

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
Electrolysis;
meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

sulfuric acid
7664-93-9

sulfuric acid

monel metal-cathodes

monel metal-cathodes

A

m-phenylenediamine
108-45-2

m-phenylenediamine

B

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
Electrolysis;
hydrogenchloride
7647-01-0

hydrogenchloride

2-(4-bromo-phenylazo)-4-nitro-phenol
138507-63-8

2-(4-bromo-phenylazo)-4-nitro-phenol

tin dichloride

tin dichloride

A

2,4-diaminophenol
95-86-3

2,4-diaminophenol

B

4-bromo-aniline
106-40-1

4-bromo-aniline

hydrogenchloride
7647-01-0

hydrogenchloride

(3,5-bis-acetylamino-2-hydroxy-phenyl)-arsonic acid
861080-67-3

(3,5-bis-acetylamino-2-hydroxy-phenyl)-arsonic acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

hydrogenchloride
7647-01-0

hydrogenchloride

[4-Nitro-benzol-(1 azo 2)-(4-amino-phenol)

[4-Nitro-benzol-(1 azo 2)-(4-amino-phenol)

tin chloride

tin chloride

2,4-diaminophenol
95-86-3

2,4-diaminophenol

sulfuric acid
7664-93-9

sulfuric acid

acetic acid-(2,4-bis-phenylazo-phenyl ester)

acetic acid-(2,4-bis-phenylazo-phenyl ester)

zinc

zinc

A

2,4-diaminophenol
95-86-3

2,4-diaminophenol

B

aniline
62-53-3

aniline

C

Acetanilid
103-84-4

Acetanilid

hydrogenchloride
7647-01-0

hydrogenchloride

2-(4-bromo-phenylazo)-4-(phenyl-ONN-azoxy)-phenol

2-(4-bromo-phenylazo)-4-(phenyl-ONN-azoxy)-phenol

tin

tin

A

2,4-diaminophenol
95-86-3

2,4-diaminophenol

B

aniline
62-53-3

aniline

C

4-bromo-aniline
106-40-1

4-bromo-aniline

2,4-dinitrotoluene
121-14-2

2,4-dinitrotoluene

A

4-methylbenzene-1,3-diamine
95-80-7

4-methylbenzene-1,3-diamine

B

2,4-diaminophenol
95-86-3

2,4-diaminophenol

C

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

D

2-methyl-5-nitroaniline
99-55-8

2-methyl-5-nitroaniline

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; cetyltrimethylammonim bromide; sodium chloride In water for 0.333333h; Kinetics; Further Variations:; Reagents; time; UV-irradiation;
4-amino-2-nitrophenol
119-34-6

4-amino-2-nitrophenol

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
With hydrogen In ethanol at 20℃; under 750.075 Torr; for 4h; Schlenk technique;98 %Chromat.
2-hydroxy-5-nitroaniline
99-57-0

2-hydroxy-5-nitroaniline

2,4-diaminophenol
95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
With sodium tetrahydroborate Kinetics;
With hydrogen In ethanol at 30℃; for 1.66667h; Autoclave;
With sodium tetrahydroborate In water at 20℃; for 0.05h;
With sodium tetrahydroborate In water at 20℃; for 0.00138889h; Kinetics;
With sodium tetrahydroborate In water Catalytic behavior;
4-chlorophenylacetic Acid
1878-66-6

4-chlorophenylacetic Acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2-(4-chlorobenzyl)-5-aminobenzoxazole
381200-35-7

2-(4-chlorobenzyl)-5-aminobenzoxazole

Conditions
ConditionsYield
With PPA at 195 - 198℃; for 1.5h;100%
2,4 dichlorobenzoic acid
50-84-0

2,4 dichlorobenzoic acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2-(2,4-dichlorophenyl)benzo[d]oxazol-5-amine
293737-83-4

2-(2,4-dichlorophenyl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With polyphosphoric acid at 110 - 120℃; for 16h;95%
2,4-diaminophenol
95-86-3

2,4-diaminophenol

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

2-(4-chlorophenyl)benzo[d]oxazol-5-amine
54995-51-6

2-(4-chlorophenyl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With polyphosphoric acid Heating;95%
With polyphosphoric acid at 170℃;
With polyphosphoric acid at 170℃; for 12h;
2,4-diaminophenol
95-86-3

2,4-diaminophenol

methyl iodide
74-88-4

methyl iodide

2,4-Diaminoanisole
615-05-4

2,4-Diaminoanisole

Conditions
ConditionsYield
With methyl tributylmethylammonium carbonate; sodium hydroxide at 35 - 55℃; for 7h; Temperature; Inert atmosphere;88.8%
2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

2,4-diaminophenol
95-86-3

2,4-diaminophenol

10-amino-6-chlorobenzo[a]phenoxazin-5-one

10-amino-6-chlorobenzo[a]phenoxazin-5-one

Conditions
ConditionsYield
Stage #1: 2,4-diaminophenol With sodium carbonate In N,N-dimethyl-formamide; benzene for 0.5h; Reflux;
Stage #2: 2,3-Dichloro-1,4-naphthoquinone In N,N-dimethyl-formamide; benzene for 5h; Reflux;
85%
Stage #1: 2,4-diaminophenol With potassium hydroxide In methanol at 20℃; for 0.5h;
Stage #2: 2,3-Dichloro-1,4-naphthoquinone In methanol at 20℃; for 6h;
41%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2-(2,3-dichlorophenyl)benzo[d]oxazol-5-amine
339197-79-4

2-(2,3-dichlorophenyl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With polyphosphoric acid at 110 - 120℃; for 16h;83%
1,4-cyclohexanedione-2,5-di-carboxylic acid methyl ester
27712-87-4

1,4-cyclohexanedione-2,5-di-carboxylic acid methyl ester

2,4-diaminophenol
95-86-3

2,4-diaminophenol

dimethyl 2,5-bis-(3-amino-4-hydroxylanilino)-1,4-cyclohexadiene-1,4-dicarboxylate

dimethyl 2,5-bis-(3-amino-4-hydroxylanilino)-1,4-cyclohexadiene-1,4-dicarboxylate

Conditions
ConditionsYield
With 1-ethyl-piperidine In various solvent(s) at 105℃; for 7h;80%
1H-indene-1,3(2H)-dione
606-23-5

1H-indene-1,3(2H)-dione

2,4-diaminophenol
95-86-3

2,4-diaminophenol

C24H16N2O3
1352954-41-6

C24H16N2O3

Conditions
ConditionsYield
In ethanol for 8h; Reflux;77%
2,4-diaminophenol
95-86-3

2,4-diaminophenol

diphenyl acetylene
501-65-5

diphenyl acetylene

2,3-diphenyl-4H-benzo[b][1,4]oxazin-6-amine

2,3-diphenyl-4H-benzo[b][1,4]oxazin-6-amine

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper diacetate In N,N-dimethyl-formamide at 100℃; for 4h;77%
phenylacetic acid
103-82-2

phenylacetic acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2-benzyl-5-aminobenzoxazole
313527-44-5

2-benzyl-5-aminobenzoxazole

Conditions
ConditionsYield
With PPA at 150 - 160℃; for 2.5h;66%
2,4-diaminophenol
95-86-3

2,4-diaminophenol

2,5-dichlorobenzoic acid
50-79-3

2,5-dichlorobenzoic acid

2-(2,5-dichlorophenyl)benzo[d]oxazol-5-amine
293737-84-5

2-(2,5-dichlorophenyl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With polyphosphoric acid at 110 - 120℃; for 16h;66%
2,4-diaminophenol
95-86-3

2,4-diaminophenol

methyl chloroformate
79-22-1

methyl chloroformate

4-hydroxy-1,3-bis(methoxycarbonylamino)benzene

4-hydroxy-1,3-bis(methoxycarbonylamino)benzene

Conditions
ConditionsYield
With pyridine at 20℃;61%
cyclohexanepropionic acid
701-97-3

cyclohexanepropionic acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2-(2-Cyclohexyl-ethyl)-benzooxazol-5-ylamine
144037-45-6

2-(2-Cyclohexyl-ethyl)-benzooxazol-5-ylamine

Conditions
ConditionsYield
With PPA; Polyphosphoric acid (PPA) at 180℃; for 3h;59%
3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

2,4-diaminophenol
95-86-3

2,4-diaminophenol

6,6'-((4-hydroxy-1,3-phenylene)bis(azanylylidene))bis(methanylylidene)bis(2-methoxyphenol)

6,6'-((4-hydroxy-1,3-phenylene)bis(azanylylidene))bis(methanylylidene)bis(2-methoxyphenol)

Conditions
ConditionsYield
In ethanol for 5h; Reflux;58%
4-(diethylamino)benzoic acid
5429-28-7

4-(diethylamino)benzoic acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2-(4-(diethylamino)phenyl)benzo[d]oxazol-5-amine

2-(4-(diethylamino)phenyl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With polyphosphoric acid Heating;57%
2,4-diaminophenol
95-86-3

2,4-diaminophenol

4-trifluoromethoxybenzoic acid
330-12-1

4-trifluoromethoxybenzoic acid

2-(4-(trifluoromethoxy)phenyl)benzo[d]oxazol-5-amine

2-(4-(trifluoromethoxy)phenyl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With polyphosphoric acid Heating;53%
4-Fluorobenzoic acid
456-22-4

4-Fluorobenzoic acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2-(4-fluorophenyl)benzo[d]oxazol-5-amine
116248-10-3

2-(4-fluorophenyl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With polyphosphoric acid at 190℃; for 16h;52%
2,4-diaminophenol
95-86-3

2,4-diaminophenol

p-Fluorophenylacetic acid
405-50-5

p-Fluorophenylacetic acid

2-(4-fluorobenzyl)-5-aminobenzoxazole
959958-63-5

2-(4-fluorobenzyl)-5-aminobenzoxazole

Conditions
ConditionsYield
With PPA at 100℃; for 2.5h;45%
4-tolylacetic acid
622-47-9

4-tolylacetic acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2-(4-methylbenzyl)-5-aminobenzoxazole
959958-62-4

2-(4-methylbenzyl)-5-aminobenzoxazole

Conditions
ConditionsYield
With PPA at 100℃; for 2.5h;41%
4-Aminosalicylic acid
65-49-6

4-Aminosalicylic acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

5-amino-2-(2'-hydroxy-4'-aminophenyl)benzoxazole

5-amino-2-(2'-hydroxy-4'-aminophenyl)benzoxazole

Conditions
ConditionsYield
With polyphosphoric acid Heating;37%
2,4-diaminophenol
95-86-3

2,4-diaminophenol

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-(2-chlorophenyl)benzo[d]oxazol-5-amine

2-(2-chlorophenyl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With polyphosphoric acid Heating;8%
With polyphosphoric acid at 170℃;
With polyphosphoric acid at 170℃; for 12h;
acetic anhydride
108-24-7

acetic anhydride

2,4-diaminophenol
95-86-3

2,4-diaminophenol

N-(5-acetylamino-2-hydroxyphenyl)-acetamide
38847-62-0

N-(5-acetylamino-2-hydroxyphenyl)-acetamide

Conditions
ConditionsYield
With water
salicylaldehyde
90-02-8

salicylaldehyde

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2,4-bis-salicylidenamino-phenol
4588-99-2

2,4-bis-salicylidenamino-phenol

Conditions
ConditionsYield
With ethanol
benzoyl chloride
98-88-4

benzoyl chloride

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2,4-bis-benzoylamino-1-benzoyloxy-benzene
30716-60-0

2,4-bis-benzoylamino-1-benzoyloxy-benzene

Conditions
ConditionsYield
With alkali
benzoyl chloride
98-88-4

benzoyl chloride

2,4-diaminophenol
95-86-3

2,4-diaminophenol

N,N'-(4-hydroxy-m-phenylene)-bis-benzamide
174187-15-6

N,N'-(4-hydroxy-m-phenylene)-bis-benzamide

Conditions
ConditionsYield
With sodium sulfite; magnesium carbonate
CYANAMID
420-04-2

CYANAMID

2,4-diaminophenol
95-86-3

2,4-diaminophenol

N,N'''-(4-hydroxy-m-phenylene)-di-guanidine
4405-09-8

N,N'''-(4-hydroxy-m-phenylene)-di-guanidine

4-Sulfamoyl-benzenediazonium
14289-29-3

4-Sulfamoyl-benzenediazonium

2,4-diaminophenol
95-86-3

2,4-diaminophenol

4-(2,4-diamino-5-hydroxy-phenylazo)-benzenesulfonic acid amide

4-(2,4-diamino-5-hydroxy-phenylazo)-benzenesulfonic acid amide

2,4-Diaminophenol Chemical Properties

Empirical Formula: C6H8N2O
Molecular Weight: 124.1405 g/mol
EINECS: 202-459-4 
Index of Refraction: 1.722
Density: 1.343 g/cm3
Flash Point: 163.9 °C
Enthalpy of Vaporization: 61.51 kJ/mol
Boiling Point: 347.4 °C at 760 mmHg
Vapour Pressure: 2.68E-05 mmHg at 25 °C
Structure of 2,4-Diaminophenol (CAS NO.95-86-3):
               
IUPAC Name: 2,4-Diaminophenol

2,4-Diaminophenol Uses

Its dihydrogen chloride salt is used as a photographic developer. As amidol ages 2,4-Diaminophenol (CAS NO.95-86-3) changes color to a dark red-brown. Developing dishes and equipment used to prepare amidol solutions are also frequently stained brown, a stain that is very persistent.

2,4-Diaminophenol Toxicity Data With Reference

1.    

mma-sat 10 µg/plate

    BCPCA6    Biochemical Pharmacology. 26 (1977),729.
2.    

ipr-mus LDLo:50 mg/kg

    RBPMAZ    Revue Belge de Pathologie et de Medecine Experimentale. 22 (1952),1.

2,4-Diaminophenol Safety Profile

Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also AMINES and PHENOL.

2,4-Diaminophenol Specification

 2,4-Diaminophenol ,its cas register number is 95-86-3. It also can be called Amidol ; and Phenol, 2,4-diamino- . 2,4-Diaminophenol (CAS NO.95-86-3) was introduced as a developing agent for photographic papers in 1892, and is unusual amongst developers as it works most effectively in slightly acid conditions rather than the strongly alkaline conditions required for most other developers.

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