4-Chloro-2-nitroanisole

Base Information

• Chemical Name: 4-Chloro-2-nitroanisole
• CAS No.: 89-21-4
• Molecular Formula: C7H6ClNO3
• Molecular Weight: 187.583
• Hs Code.: 29093090
• European Community (EC) Number: 201-887-9
• NSC Number: 8445
• DSSTox Substance ID: DTXSID90237469
• Nikkaji Number: J149.844D
• Wikidata: Q72455670
• Mol file: 89-21-4.mol

Synonyms:4-Chloro-2-nitroanisole;89-21-4;4-Chloro-1-methoxy-2-nitrobenzene;Benzene, 4-chloro-1-methoxy-2-nitro-;2-NITRO-4-CHLOROANISOLE;4-chlor-2-nitroanisol;Anisole, 4-chloro-2-nitro-;EINECS 201-887-9;MFCD00024327;AI3-01524;NSC8445;p-Chloro-o-nitroanisole;SCHEMBL1119379;DTXSID90237469;NSC 8445;NSC-8445;AM9846;4-Chloro-1-methoxy-2-nitrobenzene #;AKOS005258425;4-chloranyl-1-methoxy-2-nitro-benzene;CS-W016843;AS-57943;SY003806;FT-0618038;A843092;W-100381

Chemical Property of 4-Chloro-2-nitroanisole

Chemical Property:

• Appearance/Colour: yellow to greenish needle-like crystalline powder
• Vapor Pressure: 0.00675mmHg at 25°C
• Melting Point: 97-99 °C
• Refractive Index: 1.559
• Boiling Point: 279.6 °C at 760 mmHg
• Flash Point: 122.9 °C
• PSA: 55.05000
• Density: 1.366 g/cm³
• LogP: 2.78000
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.0036207
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: COC1=C(C=C(C=C1)Cl)[N+](=O)[O-]
• Uses: 4-Chloro-2-Nitroanisole is used in preparation of Azoxybenzene compound by reaction of Nitrobenzene compound with photocatalyst and reducing agent under light-irradiance.

Technology Process of 4-Chloro-2-nitroanisole

There total 40 articles about 4-Chloro-2-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: 95.0%

methanol (67-56-1) + 2,5-dichloronitrobenzene (89-61-2) → 4-chloro-2-nitroanisole (89-21-4)

Guidance literature:

With sodium hydroxide; at 70 ℃; for 2h;

Reference yield: 88.0%

methanol (67-56-1) + 2-chloro-5-bromonitrobenzene (41513-04-6) → 4-chloro-2-nitroanisole (89-21-4)

Guidance literature:

methanol; With N-benzyl-trimethylammonium hydroxide; for 0.166667h; Neat (no solvent);

2-chloro-5-bromonitrobenzene; at 20 ℃; for 0.25h; chemoselective reaction; Neat (no solvent);

DOI:10.1080/00397910903219518

Reference yield: 83.4%

4-chloromethoxybenzene (623-12-1) → 4-chloro-2-nitroanisole (89-21-4) + p-chloro-o-nitrophenol (89-64-5) + 4-chloro-phenol (106-48-9,82344-39-6)

Guidance literature:

With nitric acid; In sulfuric acid; at 25 ℃; Rate constant; Product distribution; various acid concentrations, molar ratios;

DOI:10.1039/P29830000075

upstream raw materials:

methanol

2-fluoro-5-chloronitrobenzene

sodium methylate

4-chloro-2-nitro-1-tosylbenzene

Downstream raw materials:

(2-Chloro-5-methoxy-4-nitro-phenyl)-acetonitrile

5-chloro-2-methoxyaniline

N,N'-bis-(5-chloro-2-methoxy-phenyl)-hydrazine

bis-(5-chloro-2-methoxy-phenyl)-diazene

Refernces

• 1、 Bhattacharjya, Anish,Klumphu, Piyatida,Lipshutz, Bruce H.. "Ligand-free, palladium-catalyzed dihydrogen generation from TMDS: Dehalogenation of aryl halides on water". supporting information. p. 1122 - 1125. Retrieved 2015/03/14.
• 2、 -. "KINASE INHIBITORS AND METHODS OF USE". Page/Page column 83-84. . Retrieved 2010/04/03.