Methyl 2,3-dichloro-6-nitrobenzoate

Base Information

• Chemical Name: Methyl 2,3-dichloro-6-nitrobenzoate
• CAS No.: 63105-60-2
• Molecular Formula: C8H5Cl2NO4
• Molecular Weight: 250.0356
• European Community (EC) Number: 263-860-8
• DSSTox Substance ID: DTXSID0069672
• Nikkaji Number: J307.196K
• Wikidata: Q81996638
• Mol file: 63105-60-2.mol

Synonyms:Methyl 2,3-dichloro-6-nitrobenzoate;63105-60-2;Benzoic acid, 2,3-dichloro-6-nitro-, methyl ester;EINECS 263-860-8;SCHEMBL5635837;DTXSID0069672;methyl-2,3-dichloro-6-nitrobenzoate;2,3-Dichloro-6-nitrobenzoic acid methyl ester

Chemical Property of Methyl 2,3-dichloro-6-nitrobenzoate

Chemical Property:

• Vapor Pressure: 0.000174mmHg at 25°C
• Boiling Point: 329.7°C at 760 mmHg
• Flash Point: 153.2°C
• PSA: 72.12000
• Density: 1.533g/cm³
• LogP: 3.21140
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 248.9595630
• Heavy Atom Count: 15
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

Methyl2,3-dichloro-6-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC(=C1Cl)Cl)[N+](=O)[O-]

Technology Process of Methyl 2,3-dichloro-6-nitrobenzoate

There total 4 articles about Methyl 2,3-dichloro-6-nitrobenzoate 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: 76.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 1,2-dichloro-3-iodo-4-nitrobenzene → 2,3-dichloro-6-nitrobenzoic acid methyl ester (63105-60-2)

Guidance literature:

methanol; 1,2-dichloro-3-iodo-4-nitrobenzene; With triethylamine; In N,N-dimethyl-formamide; for 0.333333h; Inert atmosphere;

carbon monoxide; With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In N,N-dimethyl-formamide; at 75 ℃; for 16h; under 2585.81 Torr; Inert atmosphere; Autoclave;

DOI:10.1021/acs.jmedchem.9b00218

Reference yield:

2,3-dichlorophenol (576-24-9) → 2,3-dichloro-6-nitrobenzoic acid methyl ester (63105-60-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; sodium nitrite; potassium nitrate / dichloromethane / 16 h / 0 - 20 °C

2.1: triethylamine / dichloromethane / 0.5 h / 0 °C

3.1: sodium iodide / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

4.1: triethylamine / N,N-dimethyl-formamide / 0.33 h / Inert atmosphere

4.2: 16 h / 75 °C / 2585.81 Torr / Inert atmosphere; Autoclave

With sulfuric acid; potassium nitrate; triethylamine; sodium iodide; sodium nitrite; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.9b00218

Reference yield:

2,3-dichloro-6-nitrophenol (28165-60-8) → 2,3-dichloro-6-nitrobenzoic acid methyl ester (63105-60-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 0.5 h / 0 °C

2.1: sodium iodide / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

3.1: triethylamine / N,N-dimethyl-formamide / 0.33 h / Inert atmosphere

3.2: 16 h / 75 °C / 2585.81 Torr / Inert atmosphere; Autoclave

With triethylamine; sodium iodide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.9b00218

upstream raw materials:

2,3-dichlorophenol

2,3-dichloro-6-nitrophenol

methanol

carbon monoxide

Refernces