3-Fluoro-4-methoxybenzonitrile

Base Information

• Chemical Name: 3-Fluoro-4-methoxybenzonitrile
• CAS No.: 331-62-4
• Molecular Formula: C8H6FNO
• Molecular Weight: 151.14
• Hs Code.: 29269090
• DSSTox Substance ID: DTXSID90379095
• Nikkaji Number: J1.298.330A
• Wikidata: Q72474043
• Mol file: 331-62-4.mol

Synonyms:3-Fluoro-4-methoxybenzonitrile;331-62-4;2-fluoro-4-cyanoanisole;3-fluoro-4-methoxy-benzonitrile;Benzonitrile, 3-fluoro-4-methoxy-;MFCD00215835;4-Cyano-2-fluoroanisole;3-Fluoro-4-methoxybenzonitile;SCHEMBL313099;3-fluoro-4-methoxy benzonitrile;DTXSID90379095;FEEOVAOEPGQDTJ-UHFFFAOYSA-N;STL195602;3-Fluoro-4-methoxybenzonitrile, 97%;AKOS005254215;AB04880;AM61475;CS-W002524;PS-6574;3-fluoranyl-4-methoxy-benzenecarbonitrile;SY016460;F0671;FT-0631969;EN300-140891;A821639;J-019045

Chemical Property of 3-Fluoro-4-methoxybenzonitrile

Chemical Property:

• Vapor Pressure: 0.0173mmHg at 25°C
• Melting Point: 98-100 °C
• Refractive Index: 1.505
• Boiling Point: 254.3 °C at 760 mmHg
• Flash Point: 107.6 °C
• PSA: 33.02000
• Density: 1.18 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:

99% ^*data from raw suppliers

3-Fluoro-4-methoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T; Xi
• Hazard Codes: T,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-36/37/39-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C#N)F

Technology Process of 3-Fluoro-4-methoxybenzonitrile

There total 18 articles about 3-Fluoro-4-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: 92.0%

3-fluoro-4-methoxybenzyl alcohol (96047-32-4) → 3-fluoro-4-methoxybenzonitrile (331-62-4)

Guidance literature:

With 2,3'-bipyridine; ammonium hydroxide; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; In ethanol; at 20 ℃; for 24h;

DOI:10.1021/ol400459y

Reference yield: 91.0%

3-fluoro-4-methoxyphenyl bromide (2357-52-0) + copper(l) cyanide → 3-fluoro-4-methoxybenzonitrile (331-62-4)

Guidance literature:

In N,N-dimethyl-formamide; at 120 ℃;

Reference yield: 74.0%

4-methoxybenzonitrile (874-90-8) → 3-fluoro-4-methoxybenzonitrile (331-62-4) + 3,5-difluoro-4-methoxybenzonitrile (104197-15-1)

Guidance literature:

With fluorine; In acetonitrile; at 0 - 10 ℃;

DOI:10.1016/j.jfluchem.2006.09.010

upstream raw materials:

1-bromo-2-fluoro-4-methoxybenzene

copper(I) cyanide

1-fluoro-2-methoxybenzene

potassium cyanide

Downstream raw materials:

3-fluoro-p-anisaldehyde

3-fluoro-4-hydroxybenzonitrile

3-fluoro-4-methoxy-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide

3-fluoro-4-hydroxybenzoic acid

Refernces

• 1、 Yin, Weiyu,Wang, Chengming,Huang, Yong. "Highly practical synthesis of nitriles and heterocycles from alcohols under mild conditions by aerobic double dehydrogenative catalysis". supporting information. p. 1850 - 1853. Retrieved 2013/06/04.
• 2、 -. "SUBSTITUTED NAPHTHYRIDINES AND THEIR USE AS SYK KINASE INHIBITORS". Page/Page column 45. . Retrieved 2011/08/21.