Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
A
2,4-diaminophenol
B
4-aminobenzene sulfonic acid
Conditions | Yield |
---|---|
bei der Reduktion; | |
bei der Reduktion; |
Conditions | Yield |
---|---|
With sulfuric acid Electrolysis; | |
With sulfuric acid bei der elektrolytischen Reduktion; | |
With oxalic acid; aluminium |
2,4-diaminophenol
Conditions | Yield |
---|---|
With sodium sulfite |
Conditions | Yield |
---|---|
at 85 - 90℃; Electrolysis; |
Conditions | Yield |
---|---|
at 40 - 50℃; under 6080 - 7600 Torr; |
Conditions | Yield |
---|---|
durch elektrolytische Reduktion; | |
durch elektrolytische Reduktion; |
meta-dinitrobenzene
sulfuric acid
A
m-phenylenediamine
B
2,4-diaminophenol
Conditions | Yield |
---|---|
Electrolysis; |
meta-dinitrobenzene
sulfuric acid
A
m-phenylenediamine
B
2,4-diaminophenol
Conditions | Yield |
---|---|
Electrolysis; |
hydrogenchloride
2-(4-bromo-phenylazo)-4-nitro-phenol
A
2,4-diaminophenol
B
4-bromo-aniline
hydrogenchloride
(3,5-bis-acetylamino-2-hydroxy-phenyl)-arsonic acid
2,4-diaminophenol
2,4-dinitrotoluene
A
4-methylbenzene-1,3-diamine
B
2,4-diaminophenol
C
4-Methyl-3-nitroanilin
D
2-methyl-5-nitroaniline
Conditions | Yield |
---|---|
With sodium hydroxide; sodium tetrahydroborate; cetyltrimethylammonim bromide; sodium chloride In water for 0.333333h; Kinetics; Further Variations:; Reagents; time; UV-irradiation; |
Conditions | Yield |
---|---|
With hydrogen In ethanol at 20℃; under 750.075 Torr; for 4h; Schlenk technique; | 98 %Chromat. |
Conditions | Yield |
---|---|
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
2,4-diaminophenol
2-(4-chlorobenzyl)-5-aminobenzoxazole
Conditions | Yield |
---|---|
With PPA at 195 - 198℃; for 1.5h; | 100% |
2,4 dichlorobenzoic acid
2,4-diaminophenol
2-(2,4-dichlorophenyl)benzo[d]oxazol-5-amine
Conditions | Yield |
---|---|
With polyphosphoric acid at 110 - 120℃; for 16h; | 95% |
2,4-diaminophenol
para-chlorobenzoic acid
2-(4-chlorophenyl)benzo[d]oxazol-5-amine
Conditions | Yield |
---|---|
With polyphosphoric acid Heating; | 95% |
With polyphosphoric acid at 170℃; | |
With polyphosphoric acid at 170℃; for 12h; |
Conditions | Yield |
---|---|
With methyl tributylmethylammonium carbonate; sodium hydroxide at 35 - 55℃; for 7h; Temperature; Inert atmosphere; | 88.8% |
Conditions | Yield |
---|---|
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
2,4-diaminophenol
2-(2,3-dichlorophenyl)benzo[d]oxazol-5-amine
Conditions | Yield |
---|---|
With polyphosphoric acid at 110 - 120℃; for 16h; | 83% |
1,4-cyclohexanedione-2,5-di-carboxylic acid methyl ester
2,4-diaminophenol
Conditions | Yield |
---|---|
With 1-ethyl-piperidine In various solvent(s) at 105℃; for 7h; | 80% |
Conditions | Yield |
---|---|
In ethanol for 8h; Reflux; | 77% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With PPA at 150 - 160℃; for 2.5h; | 66% |
2,4-diaminophenol
2,5-dichlorobenzoic acid
2-(2,5-dichlorophenyl)benzo[d]oxazol-5-amine
Conditions | Yield |
---|---|
With polyphosphoric acid at 110 - 120℃; for 16h; | 66% |
Conditions | Yield |
---|---|
With pyridine at 20℃; | 61% |
cyclohexanepropionic acid
2,4-diaminophenol
2-(2-Cyclohexyl-ethyl)-benzooxazol-5-ylamine
Conditions | Yield |
---|---|
With PPA; Polyphosphoric acid (PPA) at 180℃; for 3h; | 59% |
Conditions | Yield |
---|---|
In ethanol for 5h; Reflux; | 58% |
Conditions | Yield |
---|---|
With polyphosphoric acid Heating; | 57% |
Conditions | Yield |
---|---|
With polyphosphoric acid Heating; | 53% |
4-Fluorobenzoic acid
2,4-diaminophenol
2-(4-fluorophenyl)benzo[d]oxazol-5-amine
Conditions | Yield |
---|---|
With polyphosphoric acid at 190℃; for 16h; | 52% |
2,4-diaminophenol
p-Fluorophenylacetic acid
2-(4-fluorobenzyl)-5-aminobenzoxazole
Conditions | Yield |
---|---|
With PPA at 100℃; for 2.5h; | 45% |
4-tolylacetic acid
2,4-diaminophenol
2-(4-methylbenzyl)-5-aminobenzoxazole
Conditions | Yield |
---|---|
With PPA at 100℃; for 2.5h; | 41% |
Conditions | Yield |
---|---|
With polyphosphoric acid Heating; | 37% |
Conditions | Yield |
---|---|
With polyphosphoric acid Heating; | 8% |
With polyphosphoric acid at 170℃; | |
With polyphosphoric acid at 170℃; for 12h; |
acetic anhydride
2,4-diaminophenol
N-(5-acetylamino-2-hydroxyphenyl)-acetamide
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With ethanol |
benzoyl chloride
2,4-diaminophenol
2,4-bis-benzoylamino-1-benzoyloxy-benzene
Conditions | Yield |
---|---|
With alkali |
benzoyl chloride
2,4-diaminophenol
N,N'-(4-hydroxy-m-phenylene)-bis-benzamide
Conditions | Yield |
---|---|
With sodium sulfite; magnesium carbonate |
4-Sulfamoyl-benzenediazonium
2,4-diaminophenol
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
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.
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. |
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 ,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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