5-Fluoro-2-methoxybenzonitrile

Base Information

• Chemical Name: 5-Fluoro-2-methoxybenzonitrile
• CAS No.: 189628-38-4
• Molecular Formula: C8H6FNO
• Molecular Weight: 151.14
• Hs Code.: 29269090
• DSSTox Substance ID: DTXSID50382262
• Nikkaji Number: J2.644.558B
• Wikidata: Q82173575
• Mol file: 189628-38-4.mol

Synonyms:5-Fluoro-2-methoxybenzonitrile;189628-38-4;2-Cyano-4-fluoroanisole;Benzonitrile, 5-fluoro-2-methoxy-;SCHEMBL2131318;XNCVSNKXADJGOG-UHFFFAOYSA-;DTXSID50382262;XNCVSNKXADJGOG-UHFFFAOYSA-N;5-fluoro-2-(methyloxy)benzonitrile;MFCD02683503;5-Fluoro-2-methoxybenzonitrile, 98%;AKOS005258114;CS-W014293;PS-6422;5-fluoranyl-2-methoxy-benzenecarbonitrile;AC-28550;F0479;FT-0648102;EN300-217240;A813338;J-012233;InChI=1/C8H6FNO/c1-11-8-3-2-7(9)4-6(8)5-10/h2-4H,1H3

Chemical Property of 5-Fluoro-2-methoxybenzonitrile

Chemical Property:

• Vapor Pressure: 0.014mmHg at 25°C
• Melting Point: 117-120 °C(lit.)
• Refractive Index: 1.505
• Boiling Point: 258.315 °C at 760 mmHg
• Flash Point: 110.025 °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%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Fluoro-2-methoxybenzonitrile

There total 3 articles about 5-Fluoro-2-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: 83.0%

cyanogen iodide (506-78-5) + (5-fluoro-2-methoxyphenyl)boronic acid (179897-94-0) → 5-fluoro-2-methoxybenzonitrile (189628-38-4)

Guidance literature:

With copper(I) trifluoromethanesulfonate * 1/2 toluene; cesium fluoride; 4,4'-di-tert-butyl-2,2'-bipyridine; In methanol; water; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01924

Reference yield:

5-fluoro-2-methoxybenzamide (704-04-1) → 5-fluoro-2-methoxybenzonitrile (189628-38-4)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide;

Reference yield:

2-bromo-4-fluoro-1-methoxybenzene (452-08-4) + sodium cyanide (143-33-9,25596-52-5) → 5-fluoro-2-methoxybenzonitrile (189628-38-4)

Guidance literature:

With triphenylphosphine; nickel dibromide; zinc; In acetonitrile; at 50 ℃; for 0.5h;

DOI:10.1021/jm950639r

upstream raw materials:

2-bromo-4-fluoro-1-methoxybenzene

sodium cyanide

5-fluoro-2-methoxybenzamide

cyanogen iodide

Downstream raw materials:

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

C₁₇H₁₁FO₄

3-bromo-6-fluoro-4H-chromen-4-one

1-(5-fluoro-2-methoxyphenyl)ethanone

Refernces

• 1、 -. "NOVEL AMIDE COMPOUNDS". . . Retrieved 2008/06/13.