28443-57-4

Basic information

• Product Name: 2-Amino-4,5-dichlorophenol
• Synonyms: 2-Amino-4,5-dichlorophenol;4,5-Dichloro-2-hydroxyaniline;2-AMINO-4,5-DICHLORPHENOL
• CAS NO: 28443-57-4
• Molecular Formula: C₆H₅Cl₂NO
• Molecular Weight: 178.02
• Mol File: 28443-57-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 174-175 °C
• Boiling Point: 309.1°C at 760 mmHg
• Flash Point: 140.7°C
• Appearance: /
• Density: 1.56g/cm³
• Vapor Pressure: 0.000358mmHg at 25°C
• Refractive Index: 1.661
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 8.36±0.23(Predicted)
• CAS DataBase Reference: 2-Amino-4,5-dichlorophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4,5-dichlorophenol(28443-57-4)
• EPA Substance Registry System: 2-Amino-4,5-dichlorophenol(28443-57-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 28443-57-4(Hazardous Substances Data)

Usage

General Description

2-Amino-4,5-dichlorophenol is a chemical compound with the molecular formula C6H5Cl2NO. It is a derivative of phenol and is composed of a benzene ring with two chlorine atoms and an amino group attached. 2-Amino-4,5-dichlorophenol is commonly used in the production of hair dyes and colorants. It has also been studied for its potential use in pharmaceuticals and as an intermediate in organic synthesis. However, it is important to handle this chemical with care as it may be hazardous if inhaled, ingested, or in contact with skin. Overall, 2-Amino-4,5-dichlorophenol has several industrial and scientific applications but should be handled and used cautiously due to its potential risks.

InChI:InChI=1/C6H5Cl2NO/c7-3-1-5(9)6(10)2-4(3)8/h1-2,10H,9H2

Upstream product

• 95-77-2 3,4-dichlorophenol 
• 6306-39-4 1,2-dichloro-4,5-dinitrobenzene 
• 116278-64-9 C₁₁H₁₃Cl₂NO₂ 
• 39224-65-2 2-nitro-4,5-dichlorophenol 

Downstream Products

• 99357-02-5 N-(4,5-dichloro-2-hydroxy-phenyl)-N'-(3,4-dichloro-phenyl)-urea 
• 96460-31-0 N-(4-chloro-phenyl)-N'-(4,5-dichloro-2-hydroxy-phenyl)-thiourea 
• 96462-09-8 N-(4,5-dichloro-2-hydroxy-phenyl)-N'-(3,4-dichloro-phenyl)-thiourea 
• 28443-58-5 N-(4,5-dichloro-2-hydroxyphenyl)acetamide 
• 1413929-83-5 C₁₄H₁₀Cl₃NO₂S 
• 1413930-00-3 C₁₄H₈Cl₃NO₂ 
• 1413929-68-6 C₁₄H₁₀Cl₃NO₃ 
• 1413929-97-1 C₂₂H₁₅Cl₄NO₅ 
• 1413929-90-4 C₁₄H₁₀Cl₃NO₂S 
• 1413930-05-8 C₁₄H₈Cl₃NO₂ 

Relevant articles and documents

ANTIBIOTIC COMPOUNDS

The present invention relates to antibiotic compounds of formula (I), to compositions containing these compounds and to methods of treating bacterial diseases and infections using the compounds. The compounds find application in the treatment of infection with, and diseases caused by, Gram-positive and/or Gram-negative bacteria, and in particular in the treatment of infection with, and diseases caused by, Neisseria gonorrhoeae.

Synthesis and in vitro antimycobacterial and isocitrate lyase inhibition properties of novel 2-methoxy-2′-hydroxybenzanilides, their thioxo analogues and benzoxazoles

A new series of 2-methoxy-2′-hydroxybenzanilide derivatives and their thioxo analogues have been synthesised and characterised by IR, NMR and elemental analysis. These compounds were investigated for their in vitro antimycobacterial activities against Mycobacterium tuberculosis 331/88, Mycobacterium avium 330/88, Mycobacterium kansasii 235/80, clinically isolated M. kansasii 6509/96 and the ability to act as in vitro isocitrate lyase inhibitors. The best ICL inhibitors were two compounds from the thiobenzanilide group (8f, 8m), which exhibited an inhibition potential that was equal to the standard compound, 3-nitropropionic acid. In addition, the best antimycobacterial properties were exhibited by benzanilide derivatives 6h, 6k and 6l with 5-Cl and 4′ or 5′ Cl/Br substitution. For all the thiobenzanilide derivatives tested, two conformers were observed in the NMR spectra, which is most likely due to the hindered rotation of the C-N bond.

Hydrolysis and Fe2+-induced Reduction of N-Aryl -O-pivaloylhydroxylamines: Aqueous Solution Chemistry of Model Carcinogens.

The N-aryl-O-pivaloylhydroxylamines, 1a-d, which serve as models for the carcinogenic metabolites of aromatic amines, decompose in aqueous media by heterolysis of the N-O bond.Substituent effects on rates of reaction and products of the decomposition of 1a-c are entirely consistent with the intermediacy of a singlet nitrenium ion.The least reactive compound in the series N-(4-nitrophenyl)-O-pivaloylhydroxylamine (1d) yields 4-nitroaniline (2d) as its major decomposition product.This material may be formed through H radical abstraction by a triplet ion, but a nitrene reaction appears to be more likely.In the presence of Fe2+ 1a-d undergo rapid reduction to the corresponding anilines 2a-d.This reaction requires complexation of the ester with Fe2+ and proceeds with heterolysis of the N-O bond since nearly quantitative yields of pivalic acid are isolated.The radical cations 25a-d appear to be the most likely precursors to the reduction products.