2,6-Difluorophenylacetonitrile

Base Information

• Chemical Name: 2,6-Difluorophenylacetonitrile
• CAS No.: 654-01-3
• Molecular Formula: C8H5F2N
• Molecular Weight: 153.131
• Hs Code.: 29269090
• European Community (EC) Number: 211-504-7
• DSSTox Substance ID: DTXSID50215708
• Nikkaji Number: J205.944D
• Wikidata: Q72463693
• Mol file: 654-01-3.mol

Synonyms:2,6-Difluorophenylacetonitrile;654-01-3;2-(2,6-difluorophenyl)acetonitrile;2,6-difluorobenzyl cyanide;(2,6-Difluorophenyl)acetonitrile;2,6-DIFLUOROBENZENEACETONITRILE;Benzeneacetonitrile, 2,6-difluoro-;C8H5F2N;EINECS 211-504-7;SCHEMBL1008876;DTXSID50215708;3,5-dichloro-4-fluronitrobenzene;(2,6-difluoro-phenyl)-acetonitrile;MFCD00009973;2,6-Difluorophenylacetonitrile, 96%;2-(2,6-difluorophenyl) acetonitrile;AKOS005257320;AC-9787;CS-W008404;PS-8908;AM20040962;D4510;FT-0610652;A21808;EN300-120372;J-500605;Z1203161886

Chemical Property of 2,6-Difluorophenylacetonitrile

Chemical Property:

• Appearance/Colour: Clear colorless to slightly yellow liquid
• Vapor Pressure: 0.19mmHg at 25°C
• Refractive Index: n20/D 1.481(lit.)
• Boiling Point: 210.7 ºC at 760 mmHg
• Flash Point: 53.3 ºC
• PSA: 23.79000
• Density: 1.234 g/cm³
• LogP: 2.03088
• Storage Temp.: Flammables area
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 153.03900549
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

99.9% ^*data from raw suppliers

2,6-Difluorophenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn
• Hazard Codes: Xn,T
• Statements: 10-20/21/22-36/37/38-10/20/21/22
• Safety Statements: 16-26-27-36/37/39-16/36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)CC#N)F
• Uses: 2,6-Difluorophenylacetonitrile has been used in the synthesis of ethyl 4-(2,6-difluorophenyl)-2-ethyl-3-oxobutyrate.

Technology Process of 2,6-Difluorophenylacetonitrile

There total 9 articles about 2,6-Difluorophenylacetonitrile 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:

2,6-difluorobenzyl alcohol (19064-18-7) → (2,6-difluorophenyl)acetonitrile (654-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: carbon tetrabromide; triphenylphosphine / dichloromethane / 20 °C

2: potassium carbonate / acetonitrile / Reflux

With carbon tetrabromide; potassium carbonate; triphenylphosphine; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2012.11.115

Reference yield:

2,6-difluorobenzaldehyde (437-81-0) → (2,6-difluorophenyl)acetonitrile (654-01-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol / 0 °C

2: carbon tetrabromide; triphenylphosphine / dichloromethane / 20 °C

3: potassium carbonate / acetonitrile / Reflux

With sodium tetrahydroborate; carbon tetrabromide; potassium carbonate; triphenylphosphine; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2012.11.115

Reference yield:

trimethylsilyl cyanide (7677-24-9) + 2,6-Difluorobenzyl bromide (85118-00-9) → (2,6-difluorophenyl)acetonitrile (654-01-3)

Guidance literature:

With potassium carbonate; In acetonitrile; Reflux;

DOI:10.1016/j.bmcl.2012.11.115

upstream raw materials:

2,6-difluorobenzyl chloride

sodium cyanide

2,6-difluorotoluene

3-fluoro-2-methylaniline

Downstream raw materials:

ethyl 4-(2,6-difluorophenyl)-2-(1-methylethyl)-3-oxobutyrate

6-(2,6-difluorophenylmethyl)-3,4-dihydro-5-(1-methylethyl)-2-thioxopyrimidin-4(3H)-one

2-(2,6-difluorophenyl)ethan-1-amine

2-[6-chloro-2-(dimethylamino)-5-methylpyrimidin-4-yl]-2-(2,6-difluorophenyl)acetonitrile

Refernces

• 1、 -. "3-benzyl-1,2,4-triazolo[4,3-α] pyrazines". . . Retrieved 2008/06/13.