2,6-Difluoro-4-methoxyphenylacetonitrile

Base Information

• Chemical Name: 2,6-Difluoro-4-methoxyphenylacetonitrile
• CAS No.: 886499-03-2
• Molecular Formula: C₉H₇F₂NO
• Molecular Weight: 183.157
• Hs Code.: 2926907090
• DSSTox Substance ID: DTXSID401272874
• Mol file: 886499-03-2.mol

Synonyms:2,6-Difluoro-4-methoxyphenylacetonitrile;886499-03-2;2-(2,6-difluoro-4-methoxyphenyl)acetonitrile;2,6-Difluoro-4-methoxybenzeneacetonitrile;2,6-Difluoro-4-methoxy phenylacetonitril;SCHEMBL156676;QIAUDGXIPNBTDC-UHFFFAOYSA-N;DTXSID401272874;MFCD04115928;AKOS006292400;JS-4279;2,6-difluoro-4-methoxybenzene-acetonitrile;CS-0144133;W11969;EN300-1835070

Chemical Property of 2,6-Difluoro-4-methoxyphenylacetonitrile

Chemical Property:

• Boiling Point: 232.7±35.0 °C(Predicted)
• Density: 1.237±0.06 g/cm3(Predicted)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 183.04957017
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluoro-4-methoxyphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2,6-Difluoro-4-methoxyphenylacetonitrile

There total 4 articles about 2,6-Difluoro-4-methoxyphenylacetonitrile 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: 85.0%

tert-butyl 2-cyano-2-(2,6-difluoro-4-methoxyphenyl)acetate → 2-(2,6-difluoro-4-methoxyphenyl)acetonitrile (886499-03-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 1h; Reflux;

DOI:10.1021/acs.jmedchem.0c00045

Reference yield: 48.0%

potassium cyanide + 4-(bromomethyl)-3,5-difluorophenyl methyl ether (94278-68-9) → 2-(2,6-difluoro-4-methoxyphenyl)acetonitrile (886499-03-2)

Guidance literature:

In water; N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

Reference yield:

1-bromo-2,6-difluoro4-methoxybenzene (202865-61-0) → 2-(2,6-difluoro-4-methoxyphenyl)acetonitrile (886499-03-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; diethyl ether / 0.75 h / -78 °C / Inert atmosphere

1.2: 16 h / -78 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 1 h / 20 °C

3.1: phosphorus(V) oxybromide / tetrahydrofuran / 2 h / 20 °C

4.1: water; N,N-dimethyl-formamide / 0.5 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; phosphorus(V) oxybromide; In tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide;

upstream raw materials:

4-(bromomethyl)-3,5-difluorophenyl methyl ether

(2,6-difluoro-4-methoxyphenyl)methanol

1-bromo-2,6-difluoro4-methoxybenzene

Downstream raw materials:

2-(2,6-difluoro-4-methoxyphenyl)-3-oxobutanenitrile

4-(2,6-difluoro-4-methoxyphenyl)-2-methyl-5-methyl-2H-pyrazol-3-yl amine

3-chloro-5-(4-chlorophenyl)-4-(2,6-difluoro-4-methoxyphenyl)-1-methyl-1H-pyrazole

5-(4-chlorophenyl)-4-(2,6-difluoro-4-methoxyphenyl)-1-methyl-1H-pyrazol-3-ylamine