4-Chloro-2,6-dinitrophenol

Base Information

• Chemical Name: 4-Chloro-2,6-dinitrophenol
• CAS No.: 88-87-9
• Molecular Formula: C6H3ClN2O5
• Molecular Weight: 218.553
• Hs Code.: 2908999090
• European Community (EC) Number: 201-863-8
• NSC Number: 6212
• DSSTox Substance ID: DTXSID6058978
• Nikkaji Number: J62.488H
• Wikidata: Q81988622
• Mol file: 88-87-9.mol

Synonyms:4-CHLORO-2,6-DINITROPHENOL;88-87-9;2,6-Dinitro-4-chlorophenol;Phenol,4-chloro-2,6-dinitro-;Phenol, 4-chloro-2,6-dinitro-;NSC 6212;EINECS 201-863-8;AI3-08954;NSC6212;4-chlor-2,6-dinitrophenol;4-Chloro-2,6-dinitro-phenol;SCHEMBL6010796;DTXSID6058978;NSC-6212;STL196750;AKOS016035905;FT-0631421

Chemical Property of 4-Chloro-2,6-dinitrophenol

Chemical Property:

• Vapor Pressure: 0.0123mmHg at 25°C
• Melting Point: 81°C
• Refractive Index: 1.669
• Boiling Point: 252.3 °C at 760 mmHg
• PKA: pK1: 2.97 (25°C)
• Flash Point: 106.4 °C
• PSA: 111.87000
• Density: 1.769 g/cm³
• LogP: 2.90840
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 217.9730489
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

4-CHLORO-2,6-DINITRO-PHENOL AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1[N+](=O)[O-])O)[N+](=O)[O-])Cl

Technology Process of 4-Chloro-2,6-dinitrophenol

There total 52 articles about 4-Chloro-2,6-dinitrophenol 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: 100.0%

4-chloro-phenol (106-48-9,82344-39-6) → 4-chloro-2,6-dinitrophenol (88-87-9)

Guidance literature:

With dinitrogen tetraoxide; ferric nitrate; In ethyl acetate; for 0.0833333h; Heating;

DOI:10.1080/00397919708005630

Reference yield: 90.0%

chlorobenzene (108-90-7) → 4-chloro-2,6-dinitrophenol (88-87-9)

Guidance literature:

With oxygen; nitric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water; at 30 ℃; for 24h; Irradiation; Large scale;

DOI:10.1021/acs.joc.7b02333

Reference yield: 81.0%

4-Chlorophenylboronic acid (1679-18-1) → 4-chloro-2,6-dinitrophenol (88-87-9)

Guidance literature:

With dipotassium peroxodisulfate; copper(II) nitrate trihydrate; In acetonitrile; at 70 ℃; for 20h; Inert atmosphere; Irradiation; Green chemistry;

DOI:10.1055/s-0037-1610038

upstream raw materials:

pyridine

2,6-dinitro-4-chloroanisole

4-chloromethoxybenzene

2,5-dichloro-1,3-dinitrobenzene

Downstream raw materials:

2,5-dichloro-1,3-dinitrobenzene

(4-Chloro-phenyl)-carbamic acid 4-chloro-2,6-dinitro-phenyl ester

2-bromo-4-chloro-6-nitro-phenol

ethyl 4-chloro-2,6-dinitrophenoxyacetate

Refernces

• 1、 Christ, Philipp,Lindsay, Anita G.,Vormittag, Sonja S.,Neudoerfl, Joerg-M.,Berkessel, Albrecht,O'Donoghue, Annmarie C.. "PKa values of chiral Bronsted acid catalysts: Phosphoric acids/amides, sulfonyl/sulfuryl imides, and perfluorinated TADDOLs (TEFDDOLs)". . p. 8524 - 8528. Retrieved 2011.
• 2、 Zhang, Qi,Raveendra Babu, Kaki,Huang, Zhouliang,Song, Jinna,Bi, Xihe. "Visible-Light-Induced Radical Polynitration of Arylboronic Acids: Synthesis of Polynitrophenols". supporting information. p. 2891 - 2896. Retrieved 2018/06/20.