3-Fluoro-5-methylbenzonitrile

Base Information

• Chemical Name: 3-Fluoro-5-methylbenzonitrile
• CAS No.: 216976-30-6
• Molecular Formula: C8H6FN
• Molecular Weight: 135.141
• Hs Code.: 2926909090
• European Community (EC) Number: 676-404-1
• DSSTox Substance ID: DTXSID60380936
• Nikkaji Number: J2.632.915I
• Wikidata: Q72474515
• Mol file: 216976-30-6.mol

Synonyms:3-Fluoro-5-methylbenzonitrile;216976-30-6;MFCD03094312;3-cyano-5-fluorotoluene;3-fluoro-5-methyl-benzonitrile;SCHEMBL255241;DTXSID60380936;GKUQCZSZQBEHCP-UHFFFAOYSA-N;AKOS005259317;CS-W003000;PS-9121;AC-26133;SY016477;AM20060074;FT-0602516;FT-0654700;EN300-112741;J-512531

Chemical Property of 3-Fluoro-5-methylbenzonitrile

Chemical Property:

• Appearance/Colour: White solid
• Melting Point: 53-56℃
• Boiling Point: 212.6 °C at 760 mmHg
• Flash Point: 88.7 °C
• PSA: 23.79000
• Density: 1.11 g/cm³
• LogP: 2.00578
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 135.048427358
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

98% ^*data from raw suppliers

3-Fluoro-5-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)F)C#N

Technology Process of 3-Fluoro-5-methylbenzonitrile

There total 2 articles about 3-Fluoro-5-methylbenzonitrile 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: 45.0%

3-(1,1,1,3,5,5,5-heptamethyltrisiloxan-3-yl)-5-methylbenzonitrile → 3-fluoro-5-methylbenzonitrile (216976-30-6)

Guidance literature:

With potassium hydrogen difluoride; copper(II) bis(trifluoromethanesulfonate); In acetonitrile; at 65 ℃; for 16h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201905040

Reference yield:

3-fluoro-5-methylbenzaldehyde (189628-39-5) → 3-fluoro-5-methylbenzonitrile (216976-30-6)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; Multistep reaction; 1.) RT, 15 min, 2.) toluene, reflux, 4 h;

DOI:10.1021/jm9700225

Reference yield: 71.0%

3-fluoro-5-methylbenzonitrile (216976-30-6) → 3-(aminomethyl)-5-fluorobenzonitrile (1261450-40-1)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; at 85 ℃; for 2h;

upstream raw materials:

3-fluoro-5-methylbenzaldehyde

Downstream raw materials:

2-(3-fluoro-5-methylphenyl)-1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazole

2-(3-Fluoro-5-methyl-phenyl)-1-(4-methanesulfonyl-phenyl)-4-trifluoromethyl-4,5-dihydro-1H-imidazol-4-ol

3-(bromomethyl)-5-fluorobenzonitrile

3-(aminomethyl)-5-fluorobenzonitrile

Refernces

• 1、 Khanna, Ish K.,Weier, Richard M.,Yu, Yi,Xu, Xiang D.,Koszyk, Francis J.,Collins, Paul W.,Koboldt, Carol M.,Veenhuizen, Amy W.,Perkins, William E.,Casier, Jacquelen J.,Masferrer, Jaime L.,Zhang, Yan Y.,Gregory, Susan A.,Seibert, Karen,Isakson, Peter C.. "1,2-Diarylimidazoles as potent, cyclooxygenase-2 selective, and orally active antiinflammatory agents". . p. 1634 - 1647. Retrieved 2007/10/03.