2-Amino-5-chlorophenol supplier

Name
2-Amino-5-chlorophenol
EINECS 249-020-3
CAS No. 28443-50-7
Article Data17
CAS DataBase
Density 1.406 g/cm³
Solubility
Melting Point 145-153 °C(lit.)
Formula C₆H₆ClNO
Boiling Point 267.696 °C at 760 mmHg
Molecular Weight 143.573
Flash Point 115.699 °C
Transport Information
Appearance light brown fine crystalline powder
Safety 26-36-36/37/39
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 4-Chloro-2-hydroxyaniline;2-Chloro-5-amino-phenol;Phenol, 2-amino-5-chloro-;5-Chloro-2-amino phenol;
PSA 46.25000
LogP 2.20900

Synthetic route

: 5-chloro-2-((5-nitropyrimidin-2-yl)amino)phenyl acetate

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
With hydrazine hydrate In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere;	89%
With hydrazine In tetrahydrofuran; water at 25℃; for 0.5h; Inert atmosphere;	88%

: 1431459-74-3
N-(4-chloro-2-hydroxyphenyl)-2,6-difluorobenzamide

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
With hydrazine hydrate at 100℃; for 3h; Sealed tube;	85%

: 611-07-4
5-chloro-2-nitrophenol

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
With iron; ammonium chloride In ethanol; water for 1h; Reflux;	81%
With sodium hydroxide; sodium dithionite
With hydrogenchloride; tin(ll) chloride
With hydrazine hydrate In tetrahydrofuran at 100℃; for 10h; chemoselective reaction;	93 %Chromat.

: 116278-63-8
N-(4-chlorophenyl)-O-pivaloylhydroxylamine

A: 28443-50-7
2-amino-5-chlorophenol

B: 554-00-7
2,4-Dichloroaniline

C: 116278-66-1
N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide

D: 106-51-4
p-benzoquinone

Conditions

Conditions	Yield
In water; acetonitrile at 40℃; Rate constant; pH=1.0, μ=0.5M; other pH values; other N-aryl-O-pivaloylhydroxylamines;	A 3.6% B 53.2% C 8.3% D 3.8%

...Expand

: 16323-09-4
N-(4-chloro-2-hydroxyphenyl)acetamide

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
With hydrogenchloride

: 139399-68-1
2-Acetamido-5-chlorophenyl acetate

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
With hydrogenchloride

: 100-00-5
4-chlorobenzonitrile

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
With sulfuric acid In ethanol (electrochemical reduction);

: 328-50-7
α-ketoglutaric acid

: 932-98-9
1-chloro-4-nitroso-benzene

A: 62558-67-2
4-(4'-hydroxy-phenylamino)-4-oxo-butanoic acid

B: 123-30-8
4-amino-phenol

C: 28443-50-7
2-amino-5-chlorophenol

D: 81576-13-8
N-(4-chloro-2-hydroxyphenyl)succinamic acid

Conditions

Conditions	Yield
With thiamine pyrophosphate; α-ketoglutarate dehydrogenase; magnesium chloride In ethanol; water at 30℃; for 2h; KH2PO4 buffer;

...Expand

: 74993-54-7
O-(m-chloro-phenyl)-hydroxylamine

A: 108-43-0
3-monochlorophenol

B: 17609-80-2
4-amino-3-chlorophenol

C: 56962-00-6
2-amino-3-chlorophenol

D: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
With trifluoroacetic acid at 60℃; for 13h; Product distribution; Rate constant; Kinetics; ΔH(excit.), ΔG(excit.), ΔS(excit.);

...Expand

: 932-98-9
1-chloro-4-nitroso-benzene

: 305-72-6
α-ketoglutaric acid disodium salt

A: 62558-67-2
4-(4'-hydroxy-phenylamino)-4-oxo-butanoic acid

B: 123-30-8
4-amino-phenol

C: 28443-50-7
2-amino-5-chlorophenol

D: 81576-13-8
N-(4-chloro-2-hydroxyphenyl)succinamic acid

Conditions

Conditions	Yield
With thiamine pyrophosphate; α-ketoglutarate dehydrogenase; magnesium chloride In water at 30℃; for 2h; 0.05M KH2PO4 buffer (pH 7.5); Further byproducts given. Yields of byproduct given;	A n/a B n/a C n/a D 2 mg

...Expand

: 932-98-9
1-chloro-4-nitroso-benzene

: 305-72-6
α-ketoglutaric acid disodium salt

A: 62558-67-2
4-(4'-hydroxy-phenylamino)-4-oxo-butanoic acid

B: 28443-50-7
2-amino-5-chlorophenol

C: 81576-12-7
N-(4-chlorophenyl)succinohydroxamic acid

D: 81576-13-8
N-(4-chloro-2-hydroxyphenyl)succinamic acid

Conditions

Conditions	Yield
With thiamine pyrophosphate; α-ketoglutarate dehydrogenase; magnesium chloride In water at 30℃; for 2h; 0.05M KH2PO4 buffer (pH 7.5); Further byproducts given. Yields of byproduct given;	A n/a B n/a C 1.5 mg D 2 mg

...Expand

: 116278-65-0
2-(benzylimino)-5-chlorophenyl pivalate

A: 28443-50-7
2-amino-5-chlorophenol

B: 116278-66-1
N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide

Conditions

Conditions	Yield
In water; acetonitrile at 40℃; Rate constant; pH=1 (1N HCl), μ=0.5M (KCl); other pH value;	A 15 % Spectr. B 78 % Spectr.

: 116278-63-8
N-(4-chlorophenyl)-O-pivaloylhydroxylamine

A: 17537-17-6
2-azido-4-chlorobenzenamine

B: 28443-50-7
2-amino-5-chlorophenol

C: 116278-66-1
N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide

D: 2-azido-4-chloroaniline

Conditions

Conditions	Yield
With sodium azide; tris-(2-chloro-ethyl)-amine In water; acetonitrile at 20℃; Product distribution; Rate constant; Mechanism;

...Expand

: 2-amino-5-chlorophenol sulphate ester

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; for 0.75h; Hydrolysis; stirring;

: 106-47-8
4-chloro-aniline

6-(2,6-dichlorophenyl)-2-methanesulfinyl(or sulfonyl)-8-methyl-8H-pyrido<2,3-d>pyrimidin-7-one: 6-(2,6-dichlorophenyl)-2-methanesulfinyl(or sulfonyl)-8-methyl-8H-pyrido<2,3-d>pyrimidin-7-one

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium persulphate / KOH / ethanol; H2O / 8 h / stirring 2: HCl / H2O / 0.75 h / 100 °C / stirring View Scheme

: 5467-64-1
2-acetamidophenyl acetate

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: chloroform; chlorine 2: aqueous hydrochloric acid View Scheme

: 95-55-6
2-amino-phenol

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: chloroform; chlorine 3: aqueous hydrochloric acid View Scheme

: 5910-69-0
acetic acid-(4-amino-2-hydroxy-anilide)

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous HCl; aqueous NaNO2 / Behandeln des Reaktionsgemisches mit wss.HCl und CuCl 2: aqueous HCl View Scheme

: 22876-20-6
6-chloro-2-mercaptobenzoxazole

: 28443-50-7
2-amino-5-chlorophenol

Conditions

Conditions	Yield
With hydrazine hydrate at 110℃;

: 1850-14-2
tetramethoxymethane

: 28443-50-7
2-amino-5-chlorophenol

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 1092847-79-4
tert-butyl 4-(6-chlorobenzo[d]oxazol-2-yl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With acetic acid In chloroform at 60℃;	99%
Stage #1: tetramethoxymethane; 2-amino-5-chlorophenol; 1-t-Butoxycarbonylpiperazine With acetic acid In chloroform at 60℃; for 16h; Inert atmosphere; Stage #2: With sodium hydroxide In chloroform; water at 20℃; Inert atmosphere;	99%

...Expand

: 28443-50-7
2-amino-5-chlorophenol

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 1349803-02-6
(Z)-3-ethoxycarbonylmethylene-7-chloro-3,4-dihydro-2H-1,4-benzoxazin-2-one

Conditions

Conditions	Yield
at 20℃; for 0.0833333h; Michael addition;	99%
at 20℃; for 0.0833333h;

: 28443-50-7
2-amino-5-chlorophenol

: 762-42-5
dimethyl acetylenedicarboxylate

: 104827-35-2
(Z)-3-methoxycarbonylmethylene-7-chloro-3,4-dihydro-2H-1,4-benzoxazin-2-one

Conditions

Conditions	Yield
at 20℃; for 0.0666667h; Michael addition;	98%
In methanol at 20℃; for 1h; Inert atmosphere;	83%
In methanol at 20℃; for 2h; Inert atmosphere;
at 20℃; for 0.0666667h;

: 591-50-4
iodobenzene

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

: 28443-50-7
2-amino-5-chlorophenol

: 15952-20-2
6-chloro-2-phenylbenzo[d]oxazole

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; palladium dichloride In toluene for 2h; Reflux; Inert atmosphere;	98%

...Expand

: 591-50-4
iodobenzene

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

: 28443-50-7
2-amino-5-chlorophenol

: 1019-90-5
5-chloro-2-phenyl-1,3-benzoxazole

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; palladium dichloride In toluene for 2h; Inert atmosphere; Reflux;	98%

...Expand

: 28443-50-7
2-amino-5-chlorophenol

: 100-52-7
benzaldehyde

: 68-11-1
mercaptoacetic acid

: 1620166-66-6
3-(4-chloro-2-hydroxyphenyl)-2-phenylthiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.15h; Microwave irradiation;	98%

...Expand

: 28443-50-7
2-amino-5-chlorophenol

: 555-16-8
4-nitrobenzaldehdye

: 68-11-1
mercaptoacetic acid

: 1620166-67-7
3-(4-chloro-2-hydroxyphenyl)-2-(4-nitrophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.15h; Microwave irradiation;	98%

...Expand

: 89-98-5
2-chloro-benzaldehyde

: 28443-50-7
2-amino-5-chlorophenol

: 68-11-1
mercaptoacetic acid

: 1620166-70-2
3-(4-chloro-2-hydroxyphenyl)-2-(2-chlorophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.166667h; Microwave irradiation;	98%

...Expand

: 459-57-4
4-fluorobenzaldehyde

: 28443-50-7
2-amino-5-chlorophenol

: 68-11-1
mercaptoacetic acid

: 1620166-73-5
3-(4-chloro-2-hydroxyphenyl)-2-(4-fluorophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.15h; Microwave irradiation;	98%

...Expand

: 28443-50-7
2-amino-5-chlorophenol

: 68-11-1
mercaptoacetic acid

: 456-48-4
3-Fluorobenzaldehyde

: 1620166-74-6
3-(4-chloro-2-hydroxyphenyl)-2-(3-fluorophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.15h; Microwave irradiation;	98%

...Expand

: 28443-50-7
2-amino-5-chlorophenol

: 123-08-0
4-hydroxy-benzaldehyde

: 68-11-1
mercaptoacetic acid

: 1620166-77-9
3-(4-chloro-2-hydroxyphenyl)-2-(4-hydroxyphenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.15h; Microwave irradiation;	98%

...Expand

: 28443-50-7
2-amino-5-chlorophenol

: 816-40-0
1-Bromo-2-butanone

: 7-chloro-3-ethyl-2H-benzo[b][1,4]oxazine

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 3h; Cooling with ice;	98%

: 28443-50-7
2-amino-5-chlorophenol

: 120-80-9
benzene-1,2-diol

: C12H6ClNO3

Conditions

Conditions	Yield
With 3,4,5-trihydroxybenzoic acid; oxygen; potassium carbonate; copper(l) chloride In water at 60℃; under 3750.38 Torr; for 6h;	98%

: 28443-50-7
2-amino-5-chlorophenol

: 488-17-5
3-methylbenzene-1,2-diol

: C13H8ClNO3

Conditions

Conditions	Yield
With cobalt(II) sulfate; 3,4,5-trihydroxybenzoic acid; oxygen; sodium carbonate In water at 15℃; under 3750.38 Torr; for 40h;	98%

: 28443-50-7
2-amino-5-chlorophenol

: 529-23-7
2-aminobenzaldehyde

: 5-chloro-2-((6,7,11b,13-tetrahydro-6,12-[1,2]benzenoquinazolino[3,4-a]quinazolin-13-yl)amino)phenol

Conditions

Conditions	Yield
With scandium pentafluorobenzoate In toluene at 20℃; for 12h;	97%

: 28443-50-7
2-amino-5-chlorophenol

: 874-42-0
2,4-dichlorobenzaldeyhde

: 68-11-1
mercaptoacetic acid

: 1620166-68-8
3-(4-chloro-2-hydroxyphenyl)-2-(2,4-dichlorophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.166667h; Microwave irradiation;	97%

...Expand

: 28443-50-7
2-amino-5-chlorophenol

: 123-11-5
4-methoxy-benzaldehyde

: 68-11-1
mercaptoacetic acid

: 1620166-71-3
3-(4-chloro-2-hydroxyphenyl)-2-(4-methoxyphenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.133333h; Microwave irradiation;	97%

...Expand

: 28443-50-7
2-amino-5-chlorophenol

: 68-11-1
mercaptoacetic acid

: 613-45-6
2,4-Dimethoxybenzaldehyde

: 1620166-72-4
3-(4-chloro-2-hydroxyphenyl)-2-(2,4-dimethoxyphenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.133333h; Microwave irradiation;	97%

...Expand

: 1121-60-4
pyridine-2-carbaldehyde

: 28443-50-7
2-amino-5-chlorophenol

: 68-11-1
mercaptoacetic acid

: 1620166-76-8
3-(4-chloro-2-hydroxyphenyl)-2-(pyridin-2-yl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.133333h; Microwave irradiation;	97%

...Expand

: 28443-50-7
2-amino-5-chlorophenol

: 132396-97-5
2-amino-5-chlorophenol-4-sulphonic acid

Conditions

Conditions	Yield
With sulfuric acid; sulfur trioxide Ambient temperature;	96%

: 40657-29-2
1,1,1-trifluoro-4,4-diethoxy-3-buten-2-one

: 28443-50-7
2-amino-5-chlorophenol

: 5-chloro-2-(1,1,1-trifluoroacetonyl)-benzoxazole

Conditions

Conditions	Yield
In toluene for 0.183333h; Irradiation;	96%

: 4885-03-4
dichlorodiphenoxymethane

: 28443-50-7
2-amino-5-chlorophenol

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 1092847-79-4
tert-butyl 4-(6-chlorobenzo[d]oxazol-2-yl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In toluene	96%
With triethylamine In toluene at 20℃; for 16h; Inert atmosphere;	96%

...Expand

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 28443-50-7
2-amino-5-chlorophenol

: 1242060-36-1
6-amino-1,3-dimethyl-5-[(4-chloro-2-hydroxyphenyl)diazenyl]uracil

Conditions

Conditions	Yield
Stage #1: 2-amino-5-chlorophenol With sulfuric acid; acetic acid; zinc(II) chloride; sodium nitrite at 0 - 5℃; for 2h; Stage #2: 6-Amino-1,3-dimethylbarbituric acid With sodium hydroxide In water at 0 - 5℃; for 0.333333h; pH=7;	96%

: 104-88-1
4-chlorobenzaldehyde

: 28443-50-7
2-amino-5-chlorophenol

: 68-11-1
mercaptoacetic acid

: 1620166-69-9
3-(4-chloro-2-hydroxyphenyl)-2-(4-chlorophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.15h; Microwave irradiation;	96%

...Expand

: 98-03-3
thiophene-2-carbaldehyde

: 28443-50-7
2-amino-5-chlorophenol

: 68-11-1
mercaptoacetic acid

: 1620166-75-7
3-(4-chloro-2-hydroxyphenyl)-2-(thiophen-2-yl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.133333h; Microwave irradiation;	96%

...Expand

: 82294-70-0
4-methyl-1,3-thiazole-5-carbaldehyde

: 28443-50-7
2-amino-5-chlorophenol

: 68-11-1
mercaptoacetic acid

: 1620166-78-0
3-(4-chloro-2-hydroxyphenyl)-2-(4-methylthiazol-5-yl)thiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.166667h; Microwave irradiation;	96%

...Expand

: 28443-50-7
2-amino-5-chlorophenol

: 68-11-1
mercaptoacetic acid

: 105-07-7
4-cyanobenzaldehyde

: 1620166-79-1
4-(3-(4-chloro-2-hydroxyphenyl)-4-oxothiazolidin-2-yl)benzonitrile

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 110℃; for 0.15h; Microwave irradiation;	96%

...Expand

: 108-24-7
acetic anhydride

: 28443-50-7
2-amino-5-chlorophenol

: 16323-09-4
N-(4-chloro-2-hydroxyphenyl)acetamide

Conditions

Conditions	Yield
With acetic acid at 60℃; for 2h;	95.8%
In methanol at 20℃; for 0.5h;

: 28443-50-7
2-amino-5-chlorophenol

: 762-42-5
dimethyl acetylenedicarboxylate

: 91271-41-9
C11H8ClNO4

Conditions

Conditions	Yield
In methanol at 20℃; for 0.0833333h;	95%

: 459-57-4
4-fluorobenzaldehyde

: 28443-50-7
2-amino-5-chlorophenol

: 1315571-17-5
6-chloro-2-(4-fluorophenyl)benzo[d]oxazole

Conditions

Conditions	Yield
With copper(II) ferrite; oxygen In toluene at 110℃; for 24h; Schlenk technique; Sealed tube; Green chemistry;	95%
With oxygen In toluene at 110℃; for 24h; Schlenk technique; Green chemistry;	71%

2-Amino-5-chlorophenol Specification

The 2-Amino-5-chlorophenol, with the CAS registry number 28443-50-7, is also known as Phenol, 2-amino-5-chloro-. It belongs to the product categories of Aromatic Phenols; Phenol & Thiophenol & Mercaptan; Phenoles and Thiophenoles; Organic Building Blocks; Oxygen Compounds; Phenols. Its EINECS registry number is 249-020-3. This chemical's molecular formula is C₆H₆ClNO and molecular weight is 143.57. What's more, its IUPAC name is the same with its product name. It should be stored in a cool, dry and well-ventilated place.

Physical properties about 2-Amino-5-chlorophenol are: (1)ACD/LogP: 1.457; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.44; (4)ACD/LogD (pH 7.4): 1.44; (5)ACD/BCF (pH 5.5): 7.19; (6)ACD/BCF (pH 7.4): 7.22; (7)ACD/KOC (pH 5.5): 140.95; (8)ACD/KOC (pH 7.4): 141.50; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 46.25 Å²; (13)Index of Refraction: 1.651; (14)Molar Refractivity: 37.266 cm³; (15)Molar Volume: 102.094 cm³; (16)Polarizability: 14.773×10^-24 cm³; (17)Surface Tension: 59.87 dyne/cm; (18)Density: 1.406 g/cm³; (19)Flash Point: 115.699 °C; (20)Enthalpy of Vaporization: 52.611 kJ/mol; (21)Boiling Point: 267.696 °C at 760 mmHg; (22)Vapour Pressure: 0.0050 mmHg at 25 °C.

Uses of 2-Amino-5-chlorophenol: (1) it is used as a dye intermediates; (2) it is used to produce other chemicals. For example, it can react with succinic acid anhydride to get N-(4-chloro-2-hydroxyphenyl)succinamic acid. The reaction occurs with solvents diethyl ether and CHCl₃. The reaction time is 2 hours. The yield is 38 %.

2-Amino-5-chloropheno can react with succinic acid anhydride to get N-(4-chloro-2-hydroxyphenyl)succinamic acid.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system. It may cause damage to health by inhalation, in contacting with skin and if swallowed. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: Clc1cc(O)c(N)cc1
(2) InChI: InChI=1S/C6H6ClNO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H,8H2
(3) InChIKey: FZCQMIRJCGWWCL-UHFFFAOYSA-N

Product Name

2-Amino-5-chlorophenol

Synthetic route

2-Amino-5-chlorophenol Specification

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