2,6-Dichloro-4-nitroanisole

Base Information

• Chemical Name: 2,6-Dichloro-4-nitroanisole
• CAS No.: 17742-69-7
• Molecular Formula: C7H5Cl2NO3
• Molecular Weight: 222.028
• Hs Code.: 29049095
• European Community (EC) Number: 403-350-6,605-800-9
• NSC Number: 212118
• DSSTox Substance ID: DTXSID00938930
• Nikkaji Number: J82.671E
• Wikidata: Q82915354
• Mol file: 17742-69-7.mol

Synonyms:2,6-dichloro-4-nitroanisole

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

Chemical Property:

• Appearance/Colour: slightly beige crystals
• Vapor Pressure: 0.00147mmHg at 25°C
• Melting Point: 97-100 °C
• Refractive Index: 1.574
• Boiling Point: 305.571 °C at 760 mmHg
• Flash Point: 138.605 °C
• PSA: 55.05000
• Density: 1.488 g/cm³
• LogP: 3.43340
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Sparingly), Chloroform (Slightly)
• Water Solubility.: 26 mg l-1 (e)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 220.9646484
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99.9% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): N,T
• Hazard Codes: N-T,T,N
• Statements: 51/53-25
• Safety Statements: 61-45-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1Cl)[N+](=O)[O-])Cl
• Uses: 2,6-Dichloro-4-nitroanisole can be used for thyroid hormone receptor agonists.

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

There total 8 articles about 2,6-Dichloro-4-nitroanisole 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%

3,5-dichloro-4-fluoro-nitrobenzene (3107-19-5) + sodium methylate (124-41-4) → 2,6-dichloro-4-nitro-anisole (17742-69-7)

Guidance literature:

In methanol; at 0 - 20 ℃; for 1.5h;

Reference yield: 39.0%

2,6-dichloro-4-nitrophenol (618-80-4) + methyl iodide (74-88-4) → 2,6-dichloro-4-nitro-anisole (17742-69-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 60 ℃; for 6h;

Reference yield:

dimethyl sulfate (77-78-1) → 2,6-dichloro-4-nitro-anisole (17742-69-7)

Guidance literature:

at 150 - 155 ℃;

DOI:10.1002/hlca.19470300127

upstream raw materials:

3,4,5-trichloronitrobenzen

sodium methylate

1,3-dichloro-2,5-dinitro-benzene

2,6-dichloro-4-nitrophenol

Downstream raw materials:

3,5-dichloro-4-methoxyaniline

(2,6-Dichloro-4-nitro-phenyl)-isopropyl-amine

C₉H₅Cl₃N₂OS₂

1-(3,5-dichloro-4-methoxyphenyl)piperazine

Refernces

• 1、 -. "THYROID HORMONE RECEPTOR AGONISTS AND USES THEREOF". Paragraph 00392; 00400. . Retrieved 2020/01/08.
• 2、 Pandiarajan, Karuppiah,Kabilan, Senthamaraikannan,Sankar, Punnaivanam,Kolehmainen,Erkki,Nevalainen, Tapio,Kauppinen, Reijo. "Multinuclear Magnetic Resonance Spectroscopic and Semiempirical Molecular Orbital (AM1) Studies of Substituted Anisoles". . p. 2639 - 2646. Retrieved 2007/10/02.