2,4-Dichloro-6-nitrophenol

Base Information

• Chemical Name: 2,4-Dichloro-6-nitrophenol
• CAS No.: 609-89-2
• Molecular Formula: C6H3Cl2NO3
• Molecular Weight: 208.001
• Hs Code.: 29089990
• European Community (EC) Number: 210-202-2
• NSC Number: 38660
• DSSTox Substance ID: DTXSID00209738
• Wikidata: Q72467092
• Mol file: 609-89-2.mol

Synonyms:2,4-Dichloro-6-nitrophenol;2-Nitro-4,6-dichlorophenol;4,6-Dichloro-2-nitrophenol;

Chemical Property of 2,4-Dichloro-6-nitrophenol

Chemical Property:

• Appearance/Colour: Brown powder.
• Vapor Pressure: 0.0214mmHg at 25°C
• Melting Point: 118-120 °C(lit.)
• Refractive Index: 1.6390 (estimate)
• Boiling Point: 242.8 °C at 760 mmHg
• PKA: 4?+-.0.38(Predicted)
• Flash Point: 100.6 °C
• PSA: 66.05000
• Density: 1.682 g/cm³
• LogP: 3.13040
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 206.9489983
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

99.9% ^*data from raw suppliers

2,4-Dichloro-6-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-41-20/21/22
• Safety Statements: 26-36/37/39-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrophenols
• Canonical SMILES: C1=C(C=C(C(=C1[N+](=O)[O-])O)Cl)Cl
• Uses: 2,4-Dichloro-6-nitrophenol, a specific inhibitor of sulfotransferases, was used to reduce the neosynthesis of [3H] pregnenolone sulfate (Δ5PS) and [3H]dehydroepiandrosterone sulfate (DHEAS).

Technology Process of 2,4-Dichloro-6-nitrophenol

There total 36 articles about 2,4-Dichloro-6-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: 95.0%

2,4-dichlorophenol (120-83-2,40477-79-0) → 2,4-dichloro-6-nitrophenol (609-89-2)

Guidance literature:

With sulfuric acid; nitric acid; at 40 ℃; for 0.0152778h; Temperature; Flow reactor;

Reference yield: 75.0%

tert.-butylnitrite (540-80-7) + 2,4-dichlorophenol (120-83-2,40477-79-0) → 2,4-dichloro-6-nitrophenol (609-89-2)

Guidance literature:

With water; In tetrahydrofuran; at 25 ℃; for 2.5h; Schlenk technique;

DOI:10.1055/s-0036-1589038

Reference yield: 39.0%

2-hydroxynitrobenzene (88-75-5,78813-12-4) → p-chloro-o-nitrophenol (89-64-5) + 2,4-dichloro-6-nitrophenol (609-89-2) + 2-chloro-6-nitrophenol (603-86-1)

Guidance literature:

With oxone; potassium chloride; In acetonitrile; at 20 ℃; for 48h;

DOI:10.1081/SCC-120002013

upstream raw materials:

2-Nitroanisole

p-hydoroxybenzenesulfonic acid

2-methoxy-3,5-dichloronitrobenzene

2-bromo-4,6-dichlorophenol

Downstream raw materials:

chloroxine

m-Tolyl-carbamic acid 2,4-dichloro-6-nitro-phenyl ester

(4-Chloro-phenyl)-carbamic acid 2,4-dichloro-6-nitro-phenyl ester

(2-Chloro-phenyl)-carbamic acid 2,4-dichloro-6-nitro-phenyl ester

Refernces

• 1、 Nicholls, Alexander J.,Batsanov, Andrei S.,Baxendale, Ian R.. "Copper-mediated nitrosation: 2-nitrosophenolato complexes and their use in the synthesis of heterocycles". . . Retrieved 2019/11/28.
• 2、 Chen, Ling-Yan,Liu, Tao,Zhou, Xiaokun,Sun, Zhihua. "A practical approach for regioselective mono-nitration of phenols under mild conditions". . p. 64 - 71. Retrieved 2014/07/22.