4-Amino-2-chlorophenol

Base Information

• Chemical Name: 4-Amino-2-chlorophenol
• CAS No.: 3964-52-1
• Molecular Formula: C6H6ClNO
• Molecular Weight: 143.573
• Hs Code.: 29222900
• UNII: 2Z6ZT3B98U
• DSSTox Substance ID: DTXSID10192743
• Nikkaji Number: J79.890H
• Wikidata: Q27255841
• ChEMBL ID: CHEMBL4079998
• Mol file: 3964-52-1.mol

Synonyms:3-chloro-4-hydroxyaniline;4-amino-2-chlorophenol

Chemical Property of 4-Amino-2-chlorophenol

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.00103mmHg at 25°C
• Melting Point: 150-153 °C(lit.)
• Refractive Index: 1.65
• Boiling Point: 292.7 °C at 760 mmHg
• PKA: 8.75±0.18(Predicted)
• Flash Point: 130.8 °C
• PSA: 46.25000
• Density: 1.406 g/cm³
• LogP: 2.20900
• Storage Temp.: 0-10°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.0137915
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-2-chlorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)Cl)O
• Uses: 4-Amino-2-chlorophenol may be used in the synthesis of the following compounds:N-(3-chloro-4-hydroxyphenyl)-N′,N′-dimethylurea1,4-diketo-3-((4-[N-(3-chloro-4-hydroxyphenyl)amino]sulfonyl)phenyl)-6-phenylpyrrolo[3,4-c]pyrrole, a novel fluorescent pH-indicator4-(4-aminophenoxy)-N-(4-(4-aminophenoxy) benzylidene)-3-chloroaniline 4-(4-amino-3-methylphenoxy)-N-(4-(4-amino-3-methylphenoxy)benzylidene)-3-chloroaniline4-(4-amino-2-methylphenoxy)-N-(4-(4-amino-2-methylphenoxy)benzylidene)-3-chloroaniline

Technology Process of 4-Amino-2-chlorophenol

There total 15 articles about 4-Amino-2-chlorophenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-chloro-4-nitrophenol (619-08-9) → 2-chloro 4-aminophenol (3964-52-1)

Guidance literature:

With ammonium chloride; zinc; In methanol; Heating;

DOI:10.1016/j.bmcl.2006.08.058

Reference yield: 50.0%

2-monochlorophenol (95-57-8) → 2-amino-6-chlorophenol (38191-33-2) + 2-chloro 4-aminophenol (3964-52-1)

Guidance literature:

With O-(4-nitrobenzoyl)hydroxylammonium trifluoromethanesulfonate; iron(II) bromide; silver(I) triflimide; In 2,2,2-trifluoroethanol; water; at 30 ℃; for 2h;

DOI:10.1002/chem.201605476

Reference yield:

3-chloro-4-(3-fluorobenzyloxy)nitrobenzene (443882-99-3) → m-Fluorotoluene (352-70-5) + 2-chloro 4-aminophenol (3964-52-1) + 3-chloro-4-(3-fluorobenzyloxy)aniline (202197-26-0)

Guidance literature:

With hydrogen; In ethanol; at 80 ℃; for 7h; under 7500.75 Torr; chemoselective reaction;

DOI:10.1016/j.mcat.2019.110702

upstream raw materials:

2-chloro-4-nitrophenol

2,2'-dichloro-4,4'-azo-di-phenol

4-hydroxy-3-chloro phenyl azobenzene

N-(3-chlorophenyl)hydroxylamine

Downstream raw materials:

4-[bis-(2-hydroxy-ethyl)-amino]-2-chloro-phenol

2-chloro-4-iodophenol

4-amino-2-chloro-6-nitro-phenol

3-chloro-4-hydroxyacetanilide

Refernces

• 1、 Bian, Shao-Wei,Liu, Si,Guo, Mei-Xia,Xu, Ling-Li,Chang, Lan. "Pd nanoparticles partially embedded in the inner wall of nitrogen-doped carbon hollow spheres as nanoreactors for catalytic reduction of 4-nitrophenol". . p. 11913 - 11916. Retrieved 2015.
• 2、 Yang, Fu,Wang, Jin,Gao, Shuying,Zhou, Shijian,Kong, Yan. "Record-high catalytic hydrogenated activity in nitroarenes reduction derived from in-situ nascent active metals enabled by constructing bimetallic phosphate". . . Retrieved 2020/03/10.
• 3、 Gong, Wei,Wu, Qianqian,Jiang, Guoxing,Li, Guangji. "Ultrafine silver nanoparticles supported on a covalent carbazole framework as high-efficiency nanocatalysts for nitrophenol reduction". supporting information. p. 13449 - 13454. Retrieved 2019/06/13.