4-Chloro-2-nitrophenol

Base Information

• Chemical Name: 4-Chloro-2-nitrophenol
• CAS No.: 89-64-5
• Molecular Formula: C6H4ClNO3
• Molecular Weight: 173.556
• Hs Code.: 29089990
• European Community (EC) Number: 201-927-5
• NSC Number: 520345
• UNII: 438LQ62WNH
• DSSTox Substance ID: DTXSID4058996
• Nikkaji Number: J60.201I
• Wikidata: Q27258630
• Mol file: 89-64-5.mol

Synonyms:2-nitro-4-chlorophenol;4-chloro-2-nitrophenol

Chemical Property of 4-Chloro-2-nitrophenol

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 0.0218mmHg at 25°C
• Melting Point: 85-87 °C
• Refractive Index: 1.5810 (estimate)
• Boiling Point: 242.5 °C at 760 mmHg
• PKA: pK1: 6.48 (25°C)
• Flash Point: 100.4 °C
• PSA: 66.05000
• Density: 1.554 g/cm³
• LogP: 2.47700
• Solubility.: dioxane: soluble0.5g/5mL, clear, faintly yellow to yellow
• XLogP3: 2.5
• 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:

99% ^*data from raw suppliers

4-Chloro-2-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrophenols
• Canonical SMILES: C1=CC(=C(C=C1Cl)[N+](=O)[O-])O
• Description: 4-Chloro-2-nitrophenol, is a kind of chloronitrophenols (CNPs), being widely used in the synthesis of dyes, drugs and pesticides. Furthermore, it can be used to produce 2-Amino-4-chloro-phenol.It has become a major group of environmental pollutants. 4-Chloro-2-nitrophenol has been detected in various industrial effluents. Therefore, it has also been used as a model compound for evaluation of biodegradation strategy using microbes.

Technology Process of 4-Chloro-2-nitrophenol

There total 79 articles about 4-Chloro-2-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: 99.0%

4-chloro-phenol (106-48-9,82344-39-6) → p-chloro-o-nitrophenol (89-64-5)

Guidance literature:

With dinitrogen tetraoxide; ferric nitrate; In acetone; Ambient temperature;

DOI:10.1080/00397919708005630

Reference yield: 95.0%

4-bromo-1-methoxy-2-nitrobenzene (33696-00-3) → 4-bromo-2-nitrophenol (7693-52-9) + p-chloro-o-nitrophenol (89-64-5)

Guidance literature:

With lithium chloride; In N,N-dimethyl-formamide; for 4h; Heating;

DOI:10.1055/s-1989-27225

Reference yield: 85.0%

2-hydroxynitrobenzene (88-75-5,78813-12-4) → p-chloro-o-nitrophenol (89-64-5)

Guidance literature:

With sodium periodate; sulfuric acid; sodium dodecyl-sulfate; acetic acid; sodium chloride; In water; at 25 ℃; for 2h;

DOI:10.1080/00397911.2011.589560

upstream raw materials:

methanol

ethanol

2-Nitroanisole

4-Fluoro-3-nitroaniline

Downstream raw materials:

N-(5-chloro-2-hydroxyphenyl)acetamide

O,O-diethyl-(4-chloro-2-nitrophenyl)phosphate

5-Chloro-8-hydroxyquinoline

C₁₁H₁₅Cl₂N₂O₃PS

Refernces

• 1、 Long, Tengfang,Liu, Lei,Tao, Youqi,Zhang, Wanli,Quan, Jiale,Zheng, Jie,Hegemann, Julian D.,Uesugi, Motonari,Yao, Wenbing,Tian, Hong,Wang, Huan. "Light-Controlled Tyrosine Nitration of Proteins". supporting information. p. 13414 - 13422. Retrieved 2021/05/12.
• 2、 Chehardoli, Gholamabbas,Azimi, Seyedeh Bahareh. "Melamine-(H2SO4)3/Melamine-(HNO3)3 Instead of H2SO4/HNO3: Benign System for Oxidation/Nitration Reactions from in situ NO2 +". . p. 589 - 594. Retrieved 2019/11/16.