Product Name

  • Name

    2-AMINO-4,6-DICHLOROPHENOL

  • EINECS 208-421-3
  • CAS No. 527-62-8
  • Article Data23
  • CAS DataBase
  • Density 1.56 g/cm3
  • Solubility
  • Melting Point 97 ºC
  • Formula C6H5 Cl2 N O
  • Boiling Point 286.5 °C at 760 mmHg
  • Molecular Weight 178.018
  • Flash Point 127.1 °C
  • Transport Information
  • Appearance light yellow or white solid
  • Safety Mutation data reported. When heated to decomposition it emits toxic vapors of NOx and Cl.
  • Risk Codes
  • Molecular Structure Molecular Structure of 527-62-8 (2-AMINO-4,6-DICHLOROPHENOL)
  • Hazard Symbols
  • Synonyms 2,4-Dichloro-6-aminophenol;2-Amino-4,6-dichlorophenol; 4,6-Dichloro-2-aminophenol;4,6-Dichloro-o-aminophenol; 6-Amino-2,4-dichlorophenol; NSC 658464
  • PSA 46.25000
  • LogP 2.86240

Synthetic route

2,4-dichloro-6-nitrophenol
609-89-2

2,4-dichloro-6-nitrophenol

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In ethanol at 20℃; under 750.06 Torr; for 96h;99%
With tin(ll) chloride In ethanol97%
With sodium dithionite In ethanol; water at 65℃; for 4h;60%
2,4-dichloro-6-nitrophenol
609-89-2

2,4-dichloro-6-nitrophenol

stannous chloride
7772-99-8

stannous chloride

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

Conditions
ConditionsYield
In ethanol80%
In ethanol80%
In ethanol80%
trans-2,4-dichloro-6-phenylazo-phenol
139137-46-5

trans-2,4-dichloro-6-phenylazo-phenol

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

Conditions
ConditionsYield
With sodium dithionite
hydrogenchloride
7647-01-0

hydrogenchloride

4,6,4',6'-tetrachloro-2,2'-azo-di-phenol
858013-68-0

4,6,4',6'-tetrachloro-2,2'-azo-di-phenol

tin (II)-chloride

tin (II)-chloride

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

2,4-dichloro-6-isopropylideneamino-phenol

2,4-dichloro-6-isopropylideneamino-phenol

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

Conditions
ConditionsYield
With hydrogenchloride In benzene
propan-2-one O-(2,4-dichloro-phenyl)-oxime

propan-2-one O-(2,4-dichloro-phenyl)-oxime

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ZrCl4 / benzene / 0.2 h / reflux
2: 10 percent HCl / benzene
View Scheme
2,4-dichlorophenol
120-83-2

2,4-dichlorophenol

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: fuming nitric acid
2: tin; hydrochloric acid
View Scheme
phenol
108-95-2

phenol

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: chlorine
2: fuming nitric acid
3: tin; hydrochloric acid
View Scheme
sodium dithionate

sodium dithionate

2,4-dichloro-6-nitrophenol
609-89-2

2,4-dichloro-6-nitrophenol

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

Conditions
ConditionsYield
In water; sodium hydrogencarbonate
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

4-methoxy-3-(4-(2,2,2-trichloro-acetyl)piperazin-1-yl)benzene-1-sulfonylchloride
219963-60-7

4-methoxy-3-(4-(2,2,2-trichloro-acetyl)piperazin-1-yl)benzene-1-sulfonylchloride

N-(3,5-dichloro-2-hydroxyphenyl)-4-methoxy-3-[4-(2,2,2-trichloroethanoyl)-piperazin-1-yl]-benzenesulfonamide
1331830-34-2

N-(3,5-dichloro-2-hydroxyphenyl)-4-methoxy-3-[4-(2,2,2-trichloroethanoyl)-piperazin-1-yl]-benzenesulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;96%
carbon disulfide
75-15-0

carbon disulfide

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

5,7-dichloro-2-mercaptobenzoxazole
98279-11-9

5,7-dichloro-2-mercaptobenzoxazole

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 6h; Reflux;95%
Stage #1: carbon disulfide; 2,4-dichloro-6-aminophenol With potassium hydroxide In methanol for 8h; Cooling with ice; Reflux;
Stage #2: With acetic acid In methanol pH=6; Cooling with ice;
84.25%
With potassium hydroxide In ethanol for 8h; Heating;
With potassium hydroxide In ethanol Heating;
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

acetic anhydride
108-24-7

acetic anhydride

2-acetamido-4,6-dichlorophenol
55202-45-4

2-acetamido-4,6-dichlorophenol

Conditions
ConditionsYield
for 0.25h; Ambient temperature;92%
2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

6,8,10-trichloro-5H-benzophenoxazin-5-one
73397-13-4

6,8,10-trichloro-5H-benzophenoxazin-5-one

Conditions
ConditionsYield
With potassium acetate In ethanol at 90 - 100℃; for 20h;87%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

bromocyane
506-68-3

bromocyane

5,7-dichloro-benzoxazol-2-ylamine
98555-67-0

5,7-dichloro-benzoxazol-2-ylamine

Conditions
ConditionsYield
In ethanol at 60℃; for 12h;86%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

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

tert-butylisonitrile

N-(tert-butyl)-5,7-dichlorobenzo[d]oxazol-2-amine
1427468-73-2

N-(tert-butyl)-5,7-dichlorobenzo[d]oxazol-2-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 50℃; for 8h;85%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

2-(2'-anthraquinonylamino-3'-hydroxy)-4-anilino-6-chloro-s-triazine
1395499-28-1

2-(2'-anthraquinonylamino-3'-hydroxy)-4-anilino-6-chloro-s-triazine

C29H18Cl2N6O4
1395499-23-6

C29H18Cl2N6O4

Conditions
ConditionsYield
In nitrobenzene at 60 - 65℃; for 5h;83%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

tert butyl 4-formylpiperidine-1-carboxylate
137076-22-3

tert butyl 4-formylpiperidine-1-carboxylate

C17H20Cl2N2O3

C17H20Cl2N2O3

Conditions
ConditionsYield
With zinc dibromide In toluene Heating;83%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

1-(tert-butoxycarbonyl)-L-proline
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

C16H20Cl2N2O4

C16H20Cl2N2O4

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane82%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

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

tert-butylisonitrile

N-(tert-butyl)-2-(tert-butylimino)-6,8-dichloro-2H-benzo[b][1,4]oxazin-3-amine
1427468-91-4

N-(tert-butyl)-2-(tert-butylimino)-6,8-dichloro-2H-benzo[b][1,4]oxazin-3-amine

Conditions
ConditionsYield
With palladium dichloride In 1,4-dioxane at 50℃; for 4h;82%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

2,4-dichloro-6-diazocyclohexa-2,4-dien-1-one
63969-35-7

2,4-dichloro-6-diazocyclohexa-2,4-dien-1-one

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-6-aminophenol With hydrogenchloride In ethanol; water at 0℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: With sodium nitrite In ethanol; water at 0℃; for 2.16667h; Inert atmosphere; Schlenk technique;
81%
Stage #1: 2,4-dichloro-6-aminophenol With hydrogenchloride In ethanol
Stage #2: With 1-nitro-3-methylbutane In methanol
80%
Stage #1: 2,4-dichloro-6-aminophenol With hydrogenchloride In ethanol; water at 0℃; for 0.166667h;
Stage #2: With sodium nitrite In ethanol; water at 0℃; for 2.16667h;
Stage #3: With potassium carbonate In dichloromethane; water Cooling with ice;
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

C19H20O5

C19H20O5

tert-butyl 2-(benzyloxy)-4-(3,5-dichloro-2-hydroxybenzoyl)benzoate

tert-butyl 2-(benzyloxy)-4-(3,5-dichloro-2-hydroxybenzoyl)benzoate

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 16h;81%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

(1R,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]hexane-2-yl-4-formyl-2-hydroxybenzoate

(1R,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]hexane-2-yl-4-formyl-2-hydroxybenzoate

(1R,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]hexane-2-yl 4-((3,5-dichloro-2-hydroxyanilino)methyl)-2-hydroxybenzoic acid

(1R,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]hexane-2-yl 4-((3,5-dichloro-2-hydroxyanilino)methyl)-2-hydroxybenzoic acid

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; trifluoroacetic acid In 1,2-dichloro-ethane for 1h; Reflux;80%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

5-(4-trifluoromethylphenyl)-6-oxa-4-azaspiro[2.4]hept-4-ene-7-carboxylic acid
1060757-29-0

5-(4-trifluoromethylphenyl)-6-oxa-4-azaspiro[2.4]hept-4-ene-7-carboxylic acid

5-(4-trifluoromethylphenyl)-6-oxa-4-azaspiro[2.4]hept-4-ene-7-carboxylic acid (3,5-dichloro-2-hydroxyphenyl)amide

5-(4-trifluoromethylphenyl)-6-oxa-4-azaspiro[2.4]hept-4-ene-7-carboxylic acid (3,5-dichloro-2-hydroxyphenyl)amide

Conditions
ConditionsYield
Stage #1: 5-(4-trifluoromethylphenyl)-6-oxa-4-azaspiro[2.4]hept-4-ene-7-carboxylic acid With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 0.25h; Inert atmosphere; Cooling with ice;
Stage #2: 2,4-dichloro-6-aminophenol With 2,4,6-trimethyl-pyridine In dichloromethane at 20℃; for 12h; Inert atmosphere;
79%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

2-amino-6-methyl-4-chloropyrimidine
5600-21-5

2-amino-6-methyl-4-chloropyrimidine

2-((2-amino-6-methylpyrimidin-4-yl)amino)-4,6-dichlorophenol

2-((2-amino-6-methylpyrimidin-4-yl)amino)-4,6-dichlorophenol

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 140℃; for 1.5h; Microwave irradiation; Sealed tube;71%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

2,4-dichloro-6-(pyridine-3-methylamino)phenol

2,4-dichloro-6-(pyridine-3-methylamino)phenol

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; trifluoroacetic acid In 1,2-dichloro-ethane at 50℃; for 8h;68%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

formaldehyd
50-00-0

formaldehyd

2-dimethylamino-4,6-dichlorophenol
1022250-47-0

2-dimethylamino-4,6-dichlorophenol

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-6-aminophenol; formaldehyd With sodium cyanoborohydride; acetic acid In water; acetonitrile at 0℃; for 2h;
Stage #2: With sodium hydrogencarbonate In water; acetonitrile
64%
With sodium cyanoborohydride; acetic acid In water; acetonitrile at 20℃; for 12h; Cooling with ice;55.16%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

4-hydroxyquinazolin-7-benzaldehyde

4-hydroxyquinazolin-7-benzaldehyde

4-hydroxy-7-(((3,5-dichloro-2-hydroxyphenyl)amino)methyl)quinazoline

4-hydroxy-7-(((3,5-dichloro-2-hydroxyphenyl)amino)methyl)quinazoline

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-6-aminophenol; 4-hydroxyquinazolin-7-benzaldehyde With titanium(IV) isopropylate In 1,2-dichloro-ethane for 5h; Reflux;
Stage #2: With sodium cyanoborohydride In 1,2-dichloro-ethane Reflux;
63%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

2-bromo-3,3,3-trifluoropropene
1514-82-5

2-bromo-3,3,3-trifluoropropene

5,7-dichloro-2-(2,2,2-trifluoroethyl)benzoxazole

5,7-dichloro-2-(2,2,2-trifluoroethyl)benzoxazole

Conditions
ConditionsYield
With sulfur; 2,2'-azobis-(2,4-dimethylvaleronitrile); sodium hydrogencarbonate; bis(pinacol)diborane In N,N-dimethyl-formamide at 100℃; for 15h; Reagent/catalyst; Solvent; Inert atmosphere;62%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

5-(bromomethyl)pyridine-2-carbonitrile
308846-06-2

5-(bromomethyl)pyridine-2-carbonitrile

5-((2-amino-4,6-dichlorophenyl)methyl)-2-cyanopyridine

5-((2-amino-4,6-dichlorophenyl)methyl)-2-cyanopyridine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; potassium iodide In acetonitrile for 2h;60%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

pyrrole
109-97-7

pyrrole

2-(3,5-Dichlor-2-hydroxyphenyl)-1H-pyrrol
121789-62-6

2-(3,5-Dichlor-2-hydroxyphenyl)-1H-pyrrol

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-6-aminophenol With tert.-butylnitrite In dimethyl sulfoxide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: pyrrole With chlorpromazine hydrochloride In dimethyl sulfoxide at 0℃; Inert atmosphere;
55%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

N-(2-formylquinolin-8-yl)-4-(trifluoromethyl)benzenesulfonamide

N-(2-formylquinolin-8-yl)-4-(trifluoromethyl)benzenesulfonamide

N-(2-(((3,5-dichloro-2-hydroxyphenyl)amino)methyl)quinolin-8-yl)-4-(trifluoromethyl)benzenesulfonamide

N-(2-(((3,5-dichloro-2-hydroxyphenyl)amino)methyl)quinolin-8-yl)-4-(trifluoromethyl)benzenesulfonamide

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; for 18h;55%
With sodium tris(acetoxy)borohydride In ethanol; 1,2-dichloro-ethane at 20℃; for 18h;38%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

2-cyanopyridine-5-carboxyaldehyde
131747-68-7

2-cyanopyridine-5-carboxyaldehyde

5-((3,5-dichloro-2-hydroxyphenyl)amino)methyl-2-cyanopyridine

5-((3,5-dichloro-2-hydroxyphenyl)amino)methyl-2-cyanopyridine

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid In methanol at 60℃;53%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

sodium chlorodifluoroacetate
1895-39-2

sodium chlorodifluoroacetate

5,7-dichloro-3-(difluoromethyl)benzo[d]oxazole-2(3H)-thione

5,7-dichloro-3-(difluoromethyl)benzo[d]oxazole-2(3H)-thione

Conditions
ConditionsYield
With sulfur; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium t-butanolate In N,N-dimethyl-formamide at 70℃; for 3h; Molecular sieve; Inert atmosphere;52%
With sulfur; sodium t-butanolate In N,N-dimethyl-formamide at 70℃; for 3h; Molecular sieve;52%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

5,7-dichloro-2-(2,2,2-trifluoroethyl)benzoxazole

5,7-dichloro-2-(2,2,2-trifluoroethyl)benzoxazole

Conditions
ConditionsYield
With 2,2'-azobis-(2,4-dimethylvaleronitrile); sodium hydrogencarbonate; sulfur; bis(pinacol)diborane In N,N-dimethyl-formamide at 100℃; for 15h; Inert atmosphere;52%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

(1R,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hexane-2-yl-4-formyl-2-hydroxybenzoate

(1R,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hexane-2-yl-4-formyl-2-hydroxybenzoate

(1R,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hexane-2-yl 4-((3,5-dichloro-2-hydroxyaniline)methyl)-2-hydroxybenzoic acid

(1R,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hexane-2-yl 4-((3,5-dichloro-2-hydroxyaniline)methyl)-2-hydroxybenzoic acid

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; trifluoroacetic acid In 1,2-dichloro-ethane for 1h; Reflux;50%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

Acetylsalicylic acid chloride

Acetylsalicylic acid chloride

aspirin
50-78-2

aspirin

salicylic acid-(3,5-dichloro-2-hydroxy-anilide)
81665-46-5

salicylic acid-(3,5-dichloro-2-hydroxy-anilide)

Conditions
ConditionsYield
With sodium hydroxide; thionyl chloride In N,N-dimethyl-aniline; acetone49%
2,4-dichloro-6-aminophenol
527-62-8

2,4-dichloro-6-aminophenol

N,N-diethyl-N'-chlorosulfonyl chloroformamidine
28621-54-7

N,N-diethyl-N'-chlorosulfonyl chloroformamidine

7,9-dichloro-4-(diethylamino)-2,2-dioxo-2λ6-5H-[1,2,3,5]benzoxathiadiazepine
1155876-12-2

7,9-dichloro-4-(diethylamino)-2,2-dioxo-2λ6-5H-[1,2,3,5]benzoxathiadiazepine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In various solvent(s) at 20℃;48%

2-Amino-4,6-dichlorophenol Chemical Properties

Empirical Formula: C6H5Cl2NO
Molecular Weight: 178.016 
EINECS: 208-421-3
Index of Refraction: 1.661 Molar
Density: 1.56 g/cm3
Flash Point: 127.1 °C
Enthalpy of Vaporization: 54.67 kJ/mol
Boiling Point: 286.5 °C at 760 mmHg
Vapour Pressure: 0.00153 mmHg at 25 °C 
Melting point: 97 °C
Appearance: Long needles
Product categories of 2-Amino-4,6-dichlorophenol (CAS.527-62-8): Aromatic Phenols
Structure of 2-Amino-4,6-dichlorophenol (CAS.527-62-8):

2-Amino-4,6-dichlorophenol Toxicity Data With Reference

1.    

mnt-ham-lng 200 mg/L

    MUREAV    Mutation Research. 368 (1996),149.
2.    

sce-ham-lng 100 mg/L

    MUREAV    Mutation Research. 368 (1996),149.

2-Amino-4,6-dichlorophenol Safety Profile

Mutation data reported. When heated to decomposition it emits toxic vapors of NOx and Cl.
 

Hazard Note: Irritant

2-Amino-4,6-dichlorophenol Specification

 2-Amino-4,6-dichlorophenol (CAS.527-62-8) also can be called 2,4-Dichloro-6-aminophenol and; Phenol, 2-amino-4,6-dichloro- . It is probably combustible, and may react with strong oxidizers and mineral acids or bases .

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