Methyl 2-cyano-5-fluorobenzoate

Base Information

• Chemical Name: Methyl 2-cyano-5-fluorobenzoate
• CAS No.: 606080-43-7
• Molecular Formula: C9H6FNO2
• Molecular Weight: 179.151
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID10475189
• Wikidata: Q82305493
• Mol file: 606080-43-7.mol

Synonyms:METHYL 2-CYANO-5-FLUOROBENZOATE;606080-43-7;MFCD11042789;Benzoic acid, 2-cyano-5-fluoro-, methyl ester;SCHEMBL1110936;DTXSID10475189;CVFHFKWDNDKBOV-UHFFFAOYSA-N;AKOS006308614;METHYL2-CYANO-5-FLUOROBENZOATE;DS-9453;AC-28630;SY116552;2-Cyano-5-fluoro-benzoic acid methyl ester;CS-0061812;A868931

Chemical Property of Methyl 2-cyano-5-fluorobenzoate

Chemical Property:

• Boiling Point: 303.3±32.0 °C(Predicted)
• PSA: 50.09000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 1.48398
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 179.03825660
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

95% ^*data from raw suppliers

Methyl2-Cyano-5-fluorobenzoate ^*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(=C1)F)C#N

Technology Process of Methyl 2-cyano-5-fluorobenzoate

There total 2 articles about Methyl 2-cyano-5-fluorobenzoate 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: 86.0%

5-fluoro-2-cyanobenzoic acid (518070-24-1) + acetyl chloride (75-36-5) → methyl 2-cyano-5-fluorobenzoate (606080-43-7)

Guidance literature:

In methanol;

Reference yield: 77.0%

methyl 2-bromo-5-fluorobenzoate (6942-39-8) + copper(I) cyanide (544-92-3) → methyl 2-cyano-5-fluorobenzoate (606080-43-7)

Guidance literature:

In DMF (N,N-dimethyl-formamide); for 1.5h; Heating / reflux;

Reference yield: 89.0%

methyl 2-cyano-5-fluorobenzoate (606080-43-7) + N,N-dimethylammonium chloride (506-59-2) → 2-Cyano-5-dimethylamino-benzoic acid methyl ester (1012869-88-3)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 65 ℃; for 15h; Autoclave;

upstream raw materials:

5-fluoro-2-cyanobenzoic acid

acetyl chloride

methyl 2-bromo-5-fluorobenzoate

copper(I) cyanide

Downstream raw materials:

2-Cyano-5-dimethylamino-benzoic acid methyl ester

methyl 2-((tert-butoxycarbonylamino)methyl)-5-fluorobenzoate

methyl-2-(aminomethyl)-5-fluorobenzoate hydrochloride

[2-(aminomethyl)-5-fluorophenyl]methanol

Refernces

• 1、 -. "NEW PYRIDIN-2-ONE COMPOUNDS USEFUL AS INHIBITORS OF THROMBIN". Page/Page column 114-115. . Retrieved 2008/06/13.