Methyl 2-cyano-4-fluorobenzoate

Base Information

• Chemical Name: Methyl 2-cyano-4-fluorobenzoate
• CAS No.: 127510-96-7
• Molecular Formula: C9H6FNO2
• Molecular Weight: 179.151
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90433727
• Mol file: 127510-96-7.mol

Synonyms:METHYL 2-CYANO-4-FLUOROBENZOATE;127510-96-7;Benzoic acid, 2-cyano-4-fluoro-, methyl ester;MFCD11975805;2-Cyano-4-fluorobenzoic acid methy ester;SCHEMBL162217;DTXSID90433727;BCYCPVRVZPDHEC-UHFFFAOYSA-N;CL8535;AKOS016000378;METHYL2-CYANO-4-FLUOROBENZOATE;GS-5953;SB73982;SY029150;2-Cyano-4-fluoro-benzoic acid methyl ester;CS-0112410;FT-0737532;EN300-7365971;A889186;Z1255424743

Chemical Property of Methyl 2-cyano-4-fluorobenzoate

Chemical Property:

• Melting Point: 104-106 °C
• Boiling Point: 293.3±25.0 °C(Predicted)
• PSA: 50.09000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 1.48398
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• 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:

97% ^*data from raw suppliers

Methyl2-Cyano-4-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=C(C=C1)F)C#N

Technology Process of Methyl 2-cyano-4-fluorobenzoate

There total 6 articles about Methyl 2-cyano-4-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: 94.0%

methyl 2-bromo-4-fluorobenzoate (653-92-9) + copper(I) cyanide (544-92-3) → 2-cyano-4-fluorobenzoic acid methyl ester (127510-96-7)

Guidance literature:

methyl 2-bromo-4-fluorobenzoate; copper(I) cyanide; In DMF (N,N-dimethyl-formamide); for 1.25h; Heating / reflux;

With sodium cyanide; In DMF (N,N-dimethyl-formamide); water;

Reference yield: 73.0%

1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) + 2-chloro-4-fluorobenzaldehyde (84194-36-5) + copper(l) cyanide → 2-cyano-4-fluorobenzoic acid methyl ester (127510-96-7)

Guidance literature:

at 195 ℃; for 1.5h; Inert atmosphere;

Reference yield: 73.0%

copper(I) cyanide (544-92-3) + methyl 2-chloro-4-fluorobenzoate (85953-29-3) → 2-cyano-4-fluorobenzoic acid methyl ester (127510-96-7)

Guidance literature:

In various solvent(s); at 195 ℃; for 1.5h;

DOI:10.1021/jm00102a016

upstream raw materials:

copper(I) cyanide

methyl 2-chloro-4-fluorobenzoate

methyl 2-bromo-4-fluorobenzoate

1-methyl-pyrrolidin-2-one

Downstream raw materials:

methyl 4-fluoro-2-formylbenzoate

2-(5-(ethyl(methyl)amino)-1-oxoisoindolin-2-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate

2-bromo-6-(5-(ethyl(methyl)amino)-1-oxoisoindolin-2-yl)benzyl acetate

5-fluoro-2,3-dihydro-isoindol-1-one