Methyl 2-fluoro-3,5-dinitrobenzoate

Base Information

• Chemical Name: Methyl 2-fluoro-3,5-dinitrobenzoate
• CAS No.: 367946-80-3
• Molecular Formula: C₈H₅FN₂O₆
• Molecular Weight: 244.136
• European Community (EC) Number: 853-641-0
• Nikkaji Number: J1.899.109H
• Mol file: 367946-80-3.mol

Synonyms:methyl 2-fluoro-3,5-dinitrobenzoate;367946-80-3;Benzoic acid, 2-fluoro-3,5-dinitro-, methyl ester;C8H5FN2O6;SCHEMBL5219938;ONWYSHWKVSVXQQ-UHFFFAOYSA-N;MFCD12412140;AKOS005829016;CS-0251498;EN300-54923;2-Fluoro-3,5-dinitrobenzoic acid methyl ester;Z424800372

Chemical Property of Methyl 2-fluoro-3,5-dinitrobenzoate

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 244.01316405
• Heavy Atom Count: 17
• Complexity: 338

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methyl 2-fluoro-3,5-dinitrobenzoate

There total 5 articles about Methyl 2-fluoro-3,5-dinitrobenzoate 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:

2-fluoro-3,5-dinitrobenzoic acid (445-65-8) → methyl 2-fluoro-3,5-dinitrobenzoic ester (367946-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2 / dimethylformamide; CH₂Cl₂ / 1 h / 25 °C

2: 7.10 g / 0.5 h

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo0057654

Reference yield:

o-fluoro-benzoic acid (445-29-4) → methyl 2-fluoro-3,5-dinitrobenzoic ester (367946-80-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / HNO₃; H₂SO₄ / 1 h / 90 °C

2: (COCl)2 / dimethylformamide; CH₂Cl₂ / 1 h / 25 °C

3: 7.10 g / 0.5 h

With oxalyl dichloride; sulfuric acid; nitric acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo0057654

Reference yield:

methanol (67-56-1) + 2-fluoro-3,5-dinitrobenzoic acid (445-65-8) → methyl 2-fluoro-3,5-dinitrobenzoic ester (367946-80-3)

Guidance literature:

With sulfuric acid; Heating;

DOI:10.1016/j.bmcl.2007.12.020

upstream raw materials:

methanol

2-fluoro-3,5-dinitrobenzoic acid chloride

2-fluoro-3,5-dinitrobenzoic acid

o-fluoro-benzoic acid

Downstream raw materials:

2,4-dinitro-6-(methoxycarbonyl)phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

2,4-dinitro-6-(methoxycarbonyl)phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside

2,4-dinitro-6-(methoxycarbonyl)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside