4-Chloro-3-nitroanisole

Base Information

• Chemical Name: 4-Chloro-3-nitroanisole
• CAS No.: 10298-80-3
• Molecular Formula: C7H6 Cl N O3
• Molecular Weight: 187.583
• Hs Code.: 29093090
• European Community (EC) Number: 233-674-1
• NSC Number: 47339
• DSSTox Substance ID: DTXSID80145600
• Nikkaji Number: J55.240B
• Wikidata: Q72455672
• Mol file: 10298-80-3.mol

Synonyms:Anisole,4-chloro-3-nitro- (6CI,7CI,8CI); 1-Chloro-4-methoxy-2-nitrobenzene;2-Nitro-4-methoxychlorobenzene; 4-Chloro-3-nitroanisole; NSC 47339

Chemical Property of 4-Chloro-3-nitroanisole

Chemical Property:

• Appearance/Colour: Light Cream Dry Crystalline Powder
• Vapor Pressure: 0.00304mmHg at 25°C
• Melting Point: 41-45 ºC
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 293 ºC
• Flash Point: 131 ºC
• PSA: 55.05000
• Density: 1.366
• LogP: 2.78000
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• 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-3-nitroanisole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)Cl)[N+](=O)[O-]
• Uses: 4-Chloro-3-nitroanisole can be used as disperse azo dyes. 4-chloro-3-nitroanisole is used to synthesize a group of derivatives of 7-methanesulfonylamino-6-phenoxychromone at the pyrone and phenoxy rings.

Technology Process of 4-Chloro-3-nitroanisole

There total 8 articles about 4-Chloro-3-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: 99.0%

4-methoxy-2-nitroaniline (96-96-8) → 2-chloro-5-methoxynitrobenzene (10298-80-3)

Guidance literature:

4-methoxy-2-nitroaniline; With hydrogenchloride; sodium nitrite; In water; acetonitrile; at 20 ℃; for 0.25h;

With copper(l) chloride; In water; acetonitrile; at 60 ℃; for 3h;

DOI:10.1002/chem.201701707

Reference yield: 84.0%

3-nitro-4-chlorophenol (610-78-6) + carbonic acid dimethyl ester (616-38-6) → 2-chloro-5-methoxynitrobenzene (10298-80-3)

Guidance literature:

With magnesium oxide; In N,N-dimethyl-formamide; at 170 ℃; for 0.5h; Microwave irradiation; Green chemistry;

DOI:10.1039/c4ra07240e

Reference yield: 53.0%

2-nitro-4-methoxybenzoic acid (33844-21-2) → 2-chloro-5-methoxynitrobenzene (10298-80-3)

Guidance literature:

With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium chloride; In dimethyl sulfoxide; at 160 ℃; for 24h; Schlenk technique;

upstream raw materials:

4-methoxy-2-nitroaniline

3-nitro-4-chlorobenzenediazonium cation

sodium methylate

potassium methyl sulfate

Downstream raw materials:

4-Methoxy-2-nitro-N,N-dimethylbenzeneamine

N,N-diethyl-N'-(4-methoxy-2-nitro-phenyl)-propanediyldiamine

5-methoxybenzo[d]thiazole-2(3H)-thione

2-chloro-5-methoxyaniline

Refernces

• 1、 Fu, Zhengjiang,Jiang, Ligao,Zuo, Qianming,Li, Zhaojie,Liu, Yanzhu,Wei, Zhenhong,Cai, Hu. "Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions". supporting information. p. 5416 - 5421. Retrieved 2018/08/12.
• 2、 D'Attoma, Joseph,Camara, Titi,Brun, Pierre Louis,Robin, Yves,Bostyn, Stéphane,Buron, Frédéric,Routier, Sylvain. "Efficient transposition of the sandmeyer reaction from batch to continuous process". . p. 44 - 51. Retrieved 2017/11/30.