3-Chloro-4-nitrophenol

Base Information

• Chemical Name: 3-Chloro-4-nitrophenol
• CAS No.: 491-11-2
• Molecular Formula: C6H4ClNO3
• Molecular Weight: 173.556
• Hs Code.: 2908999090
• European Community (EC) Number: 207-730-0
• DSSTox Substance ID: DTXSID3075416
• Nikkaji Number: J53.748I
• Wikidata: Q72455898
• Mol file: 491-11-2.mol

Synonyms:3-CHLORO-4-NITROPHENOL;491-11-2;Phenol, 3-chloro-4-nitro-;4-nitro-3-chlorophenol;BRN 1950821;EINECS 207-730-0;MFCD00466090;2-Chloro-4-hydroxynitrobenzene;3-Chloro-4-nitro-phenol;3-Chlor-4-nitrophenol;3-Chloro 4-nitrophenol;SCHEMBL1551981;DTXSID3075416;AMY28468;BCP30239;BBL104262;STL388963;AKOS000299823;CS-W008663;MB01255;AC-27959;AS-19811;SY109271;LS-104254;FT-0687033;EN300-56891;A854627;AF-936/31260047;J-512249;Z859818112

Chemical Property of 3-Chloro-4-nitrophenol

Chemical Property:

• Vapor Pressure: 8.62E-05mmHg at 25°C
• Melting Point: 120-121℃
• Boiling Point: 330.5°Cat760mmHg
• PKA: 6.32±0.10(Predicted)
• Flash Point: 153.7°C
• PSA: 66.05000
• Density: 1.554g/cm³
• LogP: 2.47700
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 172.9879707
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-4-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)Cl)[N+](=O)[O-]
• Uses: 3-Chloro-4-nitrophenol was used as a reactant in the synthetic preparation of highly potent BTK and JAK3 dual inhibitors and it may also have antifungal activity.

Technology Process of 3-Chloro-4-nitrophenol

There total 26 articles about 3-Chloro-4-nitrophenol 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%

3-monochlorophenol (108-43-0) → 3-chloro-4-nitrophenol (491-11-2)

Guidance literature:

With tetrabutylammonium chromate; sodium nitrite; In dichloromethane; for 69h; chemoselective reaction; Reflux;

DOI:10.1007/s12039-011-0062-y

Reference yield: 90.5%

3-chloro-4-nitroanisole (28987-59-9) → 3-chloro-4-nitrophenol (491-11-2)

Guidance literature:

With potassium hydroxide; at 110 ℃; for 15h;

Reference yield: 82.1%

3-chloro-4-nitroaniline (825-41-2) → 3-chloro-4-nitrophenol (491-11-2)

Guidance literature:

With potassium hydroxide; In water; at 150 ℃; for 4h; Reagent/catalyst; Time; Inert atmosphere; Sealed tube;

upstream raw materials:

3-monochlorophenol

3-chloro-4-nitrosophenol

tris(3-chlorophenyl) phosphate

2-Chloronitrobenzene

Downstream raw materials:

1,10-Bis-(3-chlor-4-nitrophenoxy)-decan

2-chloro-1-nitro-4-phenylmethoxybenzene

(3-chloro-4-nitro-phenyl)-isopropyl ether

3-chloro-4-nitroanisole

Refernces

• 1、 Bhooshan,Rajanna,Govardhan,Venkanna,Satish Kumar. "Kinetics and mechanism of trichloroisocyanuric acid/NaNO2-triggered nitration of aromatic compounds under acid-free and Vilsmeier-Haack conditions". . p. 445 - 462. Retrieved 2019/04/10.
• 2、 Rajanna,Muppidi, Suresh,Pasnoori, Srinivas,Saiprakash. "Sodium perborate/NaNO2/KHSO4-triggered synthesis and kinetics of nitration of aromatic compounds". . p. 6023 - 6038. Retrieved 2018/09/21.