2-Fluoro-3-methoxybenzonitrile

Base Information

• Chemical Name: 2-Fluoro-3-methoxybenzonitrile
• CAS No.: 198203-94-0
• Molecular Formula: C8H6FNO
• Molecular Weight: 151.14
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00443635
• Nikkaji Number: J868.788I
• Wikidata: Q72474040
• Mol file: 198203-94-0.mol

Synonyms:2-fluoro-3-methoxybenzonitrile;198203-94-0;BENZONITRILE, 2-FLUORO-3-METHOXY- (9CI);2-Fluoro-3-methoxy benzonitrile;MFCD09839223;Benzonitrile, 2-fluoro-3-methoxy-;2-fluoro-3-methoxy-benzonitrile;SCHEMBL2655872;DTXSID00443635;MTZXEJOKWAFGGH-UHFFFAOYSA-N;TD1214;AKOS006328782;AM82833;AC-28501;CS-11561;SY025111;2-Fluoro-3-methoxybenzonitrile, AldrichCPR;CS-0097743;FT-0691675;(5-ISOPROPYL-2-METHYLPHENOXY)ACETICACID;A21178;J-509373

Chemical Property of 2-Fluoro-3-methoxybenzonitrile

Chemical Property:

• Vapor Pressure: 0.079mmHg at 25°C
• Refractive Index: 1.505
• Boiling Point: 0.079 mmHg at 25 °C
• Flash Point: 91.187 °C
• PSA: 33.02000
• Density: 1.186 g/cm³
• LogP: 1.70598
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.043341977
• Heavy Atom Count: 11
• Complexity: 174

Purity/Quality:

98%min ^*data from raw suppliers

2-Fluoro-3-methoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1F)C#N

Technology Process of 2-Fluoro-3-methoxybenzonitrile

There total 4 articles about 2-Fluoro-3-methoxybenzonitrile 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: 53.0%

2-fluoro-3-methoxybenzamide (198204-64-7) → 2-fluoro-3-methoxybenzonitrile (198203-94-0)

Guidance literature:

With Hexamethyldisiloxane; phosphorus pentoxide; In various solvent(s); at 100 ℃; for 4h;

DOI:10.1002/jhet.5570340412

Reference yield:

methyl bromide (74-83-9) + 2-fluoro-3-hydroxybenzonitrile (1000339-24-1) → 2-fluoro-3-methoxybenzonitrile (198203-94-0)

Guidance literature:

With potassium carbonate; In acetonitrile; at 60 ℃;

DOI:10.1016/j.bmcl.2012.05.098

Reference yield:

2-fluoro-3-methoxybenzoic acid (137654-20-7) → 2-fluoro-3-methoxybenzonitrile (198203-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) (COCl)2, DMF, 2.) NH₃ / 1.) CH₂Cl₂, 25 deg C, 3.5 h, 2.) CH₂Cl₂, 20 min

2: 53 percent / P₂O₅, hexamethyl disiloxane / various solvent(s) / 4 h / 100 °C

With oxalyl dichloride; Hexamethyldisiloxane; ammonia; phosphorus pentoxide; N,N-dimethyl-formamide; In various solvent(s);

DOI:10.1002/jhet.5570340412

upstream raw materials:

2-fluoro-3-methoxybenzamide

2-fluoro-3-methoxybenzoic acid

methyl bromide

2-fluoro-3-hydroxybenzonitrile

Downstream raw materials:

(R)-tert-butyl 1-(2-formyl-6-methoxyphenyl)piperidin-3-ylcarbamate

2-fluoro-3-methoxybenzaldehyde

3-methoxy-2-(piperidin-1-yl)benzonitrile

2-fluoro-3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Refernces

• 1、 Dakin, Les A.,Block, Michael H.,Chen, Huawei,Code, Erin,Dowling, James E.,Feng, Xiaomei,Ferguson, Andrew D.,Green, Isabelle,Hird, Alexander W.,Howard, Tina,Keeton, Erika K.,Lamb, Michelle L.,Lyne, Paul D.,Pollard, Hannah,Read, Jon,Wu, Allan J.,Zhang, Tao,Zheng, Xiaolan. "Discovery of novel benzylidene-1,3-thiazolidine-2,4-diones as potent and selective inhibitors of the PIM-1, PIM-2, and PIM-3 protein kinases". scheme or table. p. 4599 - 4604. Retrieved 2012/08/07.