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CAS No.: | 28443-50-7 |
---|---|
Name: | 2-Amino-5-chlorophenol |
Article Data: | 17 |
Molecular Structure: | |
Formula: | C6H6ClNO |
Molecular Weight: | 143.573 |
Synonyms: | 4-Chloro-2-hydroxyaniline;2-Chloro-5-amino-phenol;Phenol, 2-amino-5-chloro-;5-Chloro-2-amino phenol; |
EINECS: | 249-020-3 |
Density: | 1.406 g/cm3 |
Melting Point: | 145-153 °C(lit.) |
Boiling Point: | 267.696 °C at 760 mmHg |
Flash Point: | 115.699 °C |
Appearance: | light brown fine crystalline powder |
Hazard Symbols: | Xi,Xn |
Risk Codes: | 36/37/38-20/21/22 |
Safety: | 26-36-36/37/39 |
PSA: | 46.25000 |
LogP: | 2.20900 |
2-amino-5-chlorophenol
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% |
N-(4-chloro-2-hydroxyphenyl)-2,6-difluorobenzamide
2-amino-5-chlorophenol
Conditions | Yield |
---|---|
With hydrazine hydrate at 100℃; for 3h; Sealed tube; | 85% |
5-chloro-2-nitrophenol
2-amino-5-chlorophenol
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. |
N-(4-chlorophenyl)-O-pivaloylhydroxylamine
A
2-amino-5-chlorophenol
B
2,4-Dichloroaniline
C
N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide
D
p-benzoquinone
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% |
N-(4-chloro-2-hydroxyphenyl)acetamide
2-amino-5-chlorophenol
Conditions | Yield |
---|---|
With hydrogenchloride |
2-Acetamido-5-chlorophenyl acetate
2-amino-5-chlorophenol
Conditions | Yield |
---|---|
With hydrogenchloride |
4-chlorobenzonitrile
2-amino-5-chlorophenol
Conditions | Yield |
---|---|
With sulfuric acid In ethanol (electrochemical reduction); |
α-ketoglutaric acid
1-chloro-4-nitroso-benzene
A
4-(4'-hydroxy-phenylamino)-4-oxo-butanoic acid
B
4-amino-phenol
C
2-amino-5-chlorophenol
D
N-(4-chloro-2-hydroxyphenyl)succinamic acid
Conditions | Yield |
---|---|
With thiamine pyrophosphate; α-ketoglutarate dehydrogenase; magnesium chloride In ethanol; water at 30℃; for 2h; KH2PO4 buffer; |
O-(m-chloro-phenyl)-hydroxylamine
A
3-monochlorophenol
B
4-amino-3-chlorophenol
C
2-amino-3-chlorophenol
D
2-amino-5-chlorophenol
Conditions | Yield |
---|---|
With trifluoroacetic acid at 60℃; for 13h; Product distribution; Rate constant; Kinetics; ΔH(excit.), ΔG(excit.), ΔS(excit.); |
1-chloro-4-nitroso-benzene
α-ketoglutaric acid disodium salt
A
4-(4'-hydroxy-phenylamino)-4-oxo-butanoic acid
B
4-amino-phenol
C
2-amino-5-chlorophenol
D
N-(4-chloro-2-hydroxyphenyl)succinamic acid
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 |
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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 %.
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