Product Name

  • Name

    2,4-Diaminophenol dihydrochloride

  • EINECS 205-279-4
  • CAS No. 137-09-7
  • Article Data4
  • CAS DataBase
  • Density 1.343 g/cm3
  • Solubility 27.5 g/100 mL (15 °C) in water
  • Melting Point 222 °C (dec.)(lit.)
  • Formula C6H8N2O.2(HCl)
  • Boiling Point 347.4 °C at 760 mmHg
  • Molecular Weight 197.064
  • Flash Point 163.9 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance Grey white powder
  • Safety 26-36
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 137-09-7 (2,4-Diaminophenol dihydrochloride)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms Amidol(6CI);Phenol, 2,4-diamino-, dihydrochloride (8CI,9CI);2,4-Diaminophenol hydrochloride;Acrol;Diamidophenolhydrochloride;Dianol;
  • PSA 72.27000
  • LogP 3.32300

Synthetic route

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride91.5%
With hydrogenchloride; tin faellt aus der filtrieren Fluessigkeit durch konz.Salzsaeure;
With tin In hydrogenchloride Yield given;
4-chlorophenylacetic Acid
1878-66-6

4-chlorophenylacetic Acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

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

2-(4-chlorobenzyl)-5-aminobenzoxazole

Conditions
ConditionsYield
With PPA at 195 - 198℃; for 1.5h;100%
With polyphosphoric acid at 200℃; for 1.5h;75%
With PPA Heating;
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

benzoic acid
65-85-0

benzoic acid

5-amino-2-phenyl-1,3-benzoxazole
41373-37-9

5-amino-2-phenyl-1,3-benzoxazole

Conditions
ConditionsYield
PPA at 110 - 180℃; for 3h;97%
With polyphosphoric acid at 110 - 180℃;97%
With PPA at 110 - 180℃; for 4h;63%
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

4-(1,1-dimethylethyl)benzoic acid
98-73-7

4-(1,1-dimethylethyl)benzoic acid

2-(4-tert-butylphenyl)benzo[d]oxazole-5-amine
293738-21-3

2-(4-tert-butylphenyl)benzo[d]oxazole-5-amine

Conditions
ConditionsYield
With polyphosphoric acid (PPA) at 180℃;94%
With polyphosphoric acid (PPA) at 180℃;94%
In various solvent(s) for 2.5h; Heating;
N-(Benzyloxycarbonyloxy)succinimide
13139-17-8

N-(Benzyloxycarbonyloxy)succinimide

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

dibenzyl 4-hydroxy-1,3-phenylenedicarbamate
1360875-58-6

dibenzyl 4-hydroxy-1,3-phenylenedicarbamate

Conditions
ConditionsYield
With pyridine for 18h;94%
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

p-Toluic acid
99-94-5

p-Toluic acid

2-(4-methylphenyl)-5-aminobenzoxazole
54995-50-5

2-(4-methylphenyl)-5-aminobenzoxazole

Conditions
ConditionsYield
With polyphosphoric acid at 170℃; for 1.5h;92%
With polyphosphoric acid at 170 - 200℃;
With polyphosphoric acid at 160 - 220℃; for 0.1h;
With polyphosphoric acid at 160 - 190℃; for 3h;
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

2-(4-bromophenyl)-acetic acid
1878-68-8

2-(4-bromophenyl)-acetic acid

2-(4-bromobenzyl)-5-aminobenzoxazole
1016836-17-1

2-(4-bromobenzyl)-5-aminobenzoxazole

Conditions
ConditionsYield
With polyphosphoric acid at 200℃; for 1.5h;89%
With PPA Heating;
With polyphosphoric acid at 160 - 220℃; for 0.1h;
4-Fluorobenzoic acid
456-22-4

4-Fluorobenzoic acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

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 200℃; for 2h;86%
With PPA for 2.5h; Heating;
In various solvent(s) for 2.5h; Heating;
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

3-chlorobenzoate
535-80-8

3-chlorobenzoate

2-(3-chlorophenyl)benzo[d]oxazol-5-amine
54995-52-7

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

Conditions
ConditionsYield
With polyphosphoric acid at 120 - 170℃;86%
5,6-bis(2,6-diisopropylphenyloxy)-1,3-diiminoisoindoline

5,6-bis(2,6-diisopropylphenyloxy)-1,3-diiminoisoindoline

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

C102H113N7O7

C102H113N7O7

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine at 120℃; for 5.5h;85%
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

3,5-dimethoxybenzoic acid
1132-21-4

3,5-dimethoxybenzoic acid

2-(3,5-dimethoxyphenyl)benzoxazol-5-amine

2-(3,5-dimethoxyphenyl)benzoxazol-5-amine

Conditions
ConditionsYield
With polyphosphoric acid at 80 - 95℃;84%
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

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 at 200℃; for 1.5h;82%
With polyphosphoric acid at 160 - 220℃; for 0.1h;
p-ethylbenzoic acid
619-64-7

p-ethylbenzoic acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

5-amino-2-(4-ethylphenyl)-1,3-benzoxazole
116248-09-0

5-amino-2-(4-ethylphenyl)-1,3-benzoxazole

Conditions
ConditionsYield
With polyphosphoric acid at 180℃; for 2h;81%
With PPA for 2.5h; Condensation; Cyclization; Heating;
With PPA for 2.5h; Heating;
5-chloro-naphthalene-1-carboxylic acid
16650-52-5

5-chloro-naphthalene-1-carboxylic acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

2-(5-chloronaphthalene-1-yl)benzo[d]oxazole-5-amine

2-(5-chloronaphthalene-1-yl)benzo[d]oxazole-5-amine

Conditions
ConditionsYield
With polyphosphoric acid (PPA) at 180℃;79%
With polyphosphoric acid (PPA) at 180℃;79%
1-naphthalenecarboxylic acid
86-55-5

1-naphthalenecarboxylic acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

2-(naphthalene-1-yl)benzo[d]oxazole-5-amine

2-(naphthalene-1-yl)benzo[d]oxazole-5-amine

Conditions
ConditionsYield
With polyphosphoric acid (PPA) at 180℃;77%
With polyphosphoric acid (PPA) at 180℃;77%
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

5-amino-2-(3'-aminophenyl)-benzoxazole
13676-48-7

5-amino-2-(3'-aminophenyl)-benzoxazole

Conditions
ConditionsYield
With tin(II) chloride dihdyrate at 110 - 195℃; Inert atmosphere;76.9%
With PPA at 150℃; for 12h;67%
With PPA
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

naphthalene-2-carboxylate
93-09-4

naphthalene-2-carboxylate

2-(naphthalene-2-yl)-benzo[d]oxazole-5-amine
95888-12-3

2-(naphthalene-2-yl)-benzo[d]oxazole-5-amine

Conditions
ConditionsYield
With polyphosphoric acid (PPA) at 180℃;75%
With polyphosphoric acid (PPA) at 180℃;75%
at 180℃; for 3h;63%
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

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 polyphosphoric acid at 200℃; for 1.5h;72%
With PPA Heating;
With polyphosphoric acid at 160 - 220℃; for 0.1h;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

di-tert-butyl (4-hydroxy-1,3-phenylene)dicarbamate

di-tert-butyl (4-hydroxy-1,3-phenylene)dicarbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 48h;68%
phenylacetic acid
103-82-2

phenylacetic acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

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

2-benzyl-5-aminobenzoxazole

Conditions
ConditionsYield
With PPA at 150 - 160℃; for 2.5h;66%
With PPA at 210℃; for 2.5h;65%
With polyphosphoric acid at 180℃; for 1.5h;61%
4-tolylacetic acid
622-47-9

4-tolylacetic acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

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

2-(4-methylbenzyl)-5-aminobenzoxazole

Conditions
ConditionsYield
With polyphosphoric acid at 180℃; for 1.5h;61%
With PPA Heating;
With polyphosphoric acid at 160 - 220℃; for 0.1h;
4-Bromobenzoic acid
586-76-5

4-Bromobenzoic acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

2-(4-bromophenyl)-5-aminobenzoxazole
54995-56-1

2-(4-bromophenyl)-5-aminobenzoxazole

Conditions
ConditionsYield
With polyphosphoric acid at 200℃; for 2.5h;60%
With polyphosphoric acid at 160 - 220℃; for 0.1h;
5,6-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)isoindoline-1,3-diimine

5,6-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)isoindoline-1,3-diimine

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

C72H101N7O25

C72H101N7O25

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine at 120℃; for 5h;60%
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

C22H16N6O
1301248-13-4

C22H16N6O

Conditions
ConditionsYield
With triethylamine In ethanol at 0℃; for 24h; Darkness;53%
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

5-amino-2-(5'-amino-2'-hydroxyphenyl)benzoxazole

5-amino-2-(5'-amino-2'-hydroxyphenyl)benzoxazole

Conditions
ConditionsYield
With PPA for 15h; Heating;52%
With PPA at 150℃; for 12h;27%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

2-(2-aminobenzo[d]thiazol-6-yl)benzo[d]oxazol-5-amine

2-(2-aminobenzo[d]thiazol-6-yl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With Eaton′s Reagent for 8h; Reflux;51%
benzothiazole-6-carboxylic acid
3622-35-3

benzothiazole-6-carboxylic acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

2-(benzo[d]thiazol-6-yl)benzo[d]oxazol-5-amine

2-(benzo[d]thiazol-6-yl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With Eaton′s Reagent for 8h; Reflux;49%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-hydroxy phenylacetylene
10401-11-3

3-hydroxy phenylacetylene

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

phenyl chloroformate
1885-14-9

phenyl chloroformate

C15H12N2O3
1135615-11-0

C15H12N2O3

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; 2,4-diaminophenol dihydrochloride With potassium carbonate In water at 20℃; Cooling with ice;
Stage #2: phenyl chloroformate With pyridine In 1-methyl-pyrrolidin-2-one at 20℃; Cooling with ice;
Stage #3: 3-hydroxy phenylacetylene
45%
benzothiazole-6-carboxylic acid
3622-35-3

benzothiazole-6-carboxylic acid

2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

2-(benzo[d]thiazol-5-yl)benzo[d]oxazole

2-(benzo[d]thiazol-5-yl)benzo[d]oxazole

Conditions
ConditionsYield
With Eaton′s Reagent for 8h; Reflux;44%
2,4-diaminophenol dihydrochloride
137-09-7

2,4-diaminophenol dihydrochloride

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

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

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

Conditions
ConditionsYield
With polyphosphoric acid at 120 - 180℃; for 2.5h;42%
With polyphosphoric acid at 120℃; for 2h;41%

2,4-Diaminophenol dihydrochloride Specification

The CAS register number of Amidol is 137-09-7. It also can be called as Phenol, 2,4-diamino-, dihydrochloride and the IUPAC name about this chemical is 2,4-diaminophenol dihydrochloride. The molecular formula about this chemical is C6H8N2O.2(HCl) and the molecular weight is 197.06. It belongs to the Industrial/Fine Chemicals. This chemical is stable but it is incompatible with strong oxidizing agents, acids. It is heat sensitive and light sensitive.

Physical properties about Amidol are: (1)ACD/LogP: -1.29; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.54; (4)ACD/LogD (pH 7.4): -1.29; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.68; (8)ACD/KOC (pH 7.4): 4.68; (9)#H bond acceptors: 3; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 15.71Å2; (13)Flash Point: 163.9 °C; (14)Enthalpy of Vaporization: 61.51 kJ/mol; (15)Boiling Point: 347.4 °C at 760 mmHg; (16)Vapour Pressure: 2.68E-05 mmHg at 25°C.

The Amidol is a dihydrogen chloride salt and is used as a photographic developer. Prints developed in this chemical are typically a very warm brown-black colour, but overdevelopment can quickly lead to chemical fogging. This chemical can be produced by the reaction of 2,4 - dinitrophenol reduction.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed and it is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Cl.Cl.Oc1ccc(N)cc1N
(2)InChI: InChI=1/C6H8N2O.2ClH/c7-4-1-2-6(9)5(8)3-4;;/h1-3,9H,7-8H2;2*1H
(3)InChIKey: KQEIJFWAXDQUPR-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C6H8N2O.2ClH/c7-4-1-2-6(9)5(8)3-4;;/h1-3,9H,7-8H2;2*1H
(5)Std. InChIKey: KQEIJFWAXDQUPR-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 50mg/kg (50mg/kg)   Revue Belge de Pathologie et de Medecine Experimentale. Vol. 22, Pg. 1, 1952.
rat LD50 oral 240mg/kg (240mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Journal of the American College of Toxicology. Vol. 13, Pg. 330, 1994.

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