5-Amino-2,4-dichlorophenol

Base Information

• Chemical Name: 5-Amino-2,4-dichlorophenol
• CAS No.: 39489-79-7
• Molecular Formula: C6H5Cl2NO
• Molecular Weight: 178.018
• Hs Code.: 2922299090
• European Community (EC) Number: 625-241-4
• NSC Number: 523913
• DSSTox Substance ID: DTXSID90192625
• Nikkaji Number: J89.281E
• Wikidata: Q72466391
• ChEMBL ID: CHEMBL3988852
• Mol file: 39489-79-7.mol

Synonyms:5-Amino-2,4-dichlorophenol;39489-79-7;2,4-Dichloro-5-hydroxyaniline;2,4-Dichloro-5-aminophenol;Phenol, 5-amino-2,4-dichloro-;5-Amino-2,4-dichlorobenzenol;5-amino-2,4-dichloro-phenol;NSC523913;Oprea1_735842;SCHEMBL454590;5-amino -2,4-dichlorobenzenol;CHEMBL3988852;DTXSID90192625;QPHMVRPABQUYGN-UHFFFAOYSA-N;BCP11292;5-Amino-2,4-dichlorophenol, 97%;MFCD00186187;AKOS005070663;5L-310S;NSC 523913;NSC-523913;SB37005;AC-16279;CS-0197202;FT-0639546;EN300-243491;A824568;J-516674;Z1255465346

Chemical Property of 5-Amino-2,4-dichlorophenol

Chemical Property:

• Appearance/Colour: off-white to beige crystalline powder
• Vapor Pressure: 0.00104mmHg at 25°C
• Melting Point: 133-137 °C
• Refractive Index: 1.661
• Boiling Point: 292.587 °C at 760 mmHg
• Flash Point: 130.752 °C
• PSA: 46.25000
• Density: 1.561 g/cm³
• LogP: 2.86240
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 176.9748192
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

5-Amino-2,4-dichlorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1O)Cl)Cl)N
• Uses: 5-Amino-2,4-dichlorophenol is an intermediate used in the preparation of aromatic amines and chloroacetyl derivatives.

Technology Process of 5-Amino-2,4-dichlorophenol

There total 8 articles about 5-Amino-2,4-dichlorophenol 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: 39.0%

2,4-dichloro-5-methoxyaniline (98446-49-2) → 4,6-dichloro-1-hydroxy-3-aminobenzene (39489-79-7)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃;

DOI:10.1021/jm0102250

Reference yield:

3-nitro-4-chlorophenol (610-78-6) → 4,6-dichloro-1-hydroxy-3-aminobenzene (39489-79-7) + 3-amino-4-chlorophenol (16026-77-0)

Guidance literature:

With hydrogenchloride; tin;

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + 3-nitro-4-chlorophenol (610-78-6) → 4,6-dichloro-1-hydroxy-3-aminobenzene (39489-79-7) + 3-amino-4-chlorophenol (16026-77-0)

Guidance literature:

upstream raw materials:

3-nitro-4-chlorophenol

N-(2,4-dichloro-5-hydroxyphenyl)acetamide

2,4-dichloro-5-nitrophenol?

hydrogenchloride

Downstream raw materials:

2,4-dichloro-5-hydroxyphenylhydrazine

(2,4-dichloro-5-hydroxy)phenylhydrazine hydrochloride

2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one

azafenidin

Refernces

• 1、 Shapiro, Rafael,DiCosimo, Robert,Hennessey, Susan M.,Stieglitz, Barry,Campopiano, Onorato,Chiang, George C.. "Discovery and development of a commercial synthesis of azafenidin". . p. 593 - 598. Retrieved 2013/09/07.
• 2、 Ando, Iwao,Ohtsuka, Toshikazu,Miki, Nobuo,Takahashi, Toshio,Hayase, Yoshio,Hayashi, Yoshiyuki. "Synthesis and Biological Activity of Cyclic Imide Derivatives and Related Compounds". . p. 2001 - 2004. Retrieved 2007/10/02.