2-Fluorophenylacetonitrile

Base Information

• Chemical Name: 2-Fluorophenylacetonitrile
• CAS No.: 326-62-5
• Molecular Formula: C8H6FN
• Molecular Weight: 135.141
• Hs Code.: 29269090
• European Community (EC) Number: 206-313-0
• NSC Number: 88280
• DSSTox Substance ID: DTXSID1059810
• Nikkaji Number: J193.744H
• Wikidata: Q72475654
• Mol file: 326-62-5.mol

Synonyms:2-Fluorophenylacetonitrile;326-62-5;2-Fluorobenzyl cyanide;2-(2-fluorophenyl)acetonitrile;Benzeneacetonitrile, 2-fluoro-;o-Fluorophenylacetonitrile;o-Fluorobenzyl cyanide;(2-fluorophenyl)acetonitrile;Acetonitrile, (o-fluorophenyl)-;EINECS 206-313-0;NSC 88280;2-FLUOROBENZENEACETONITRILE;MFCD00001897;NCIOpen2_001403;(2-fluorophenyl)-acetonitrile;SCHEMBL103401;(2-fluoro-phenyl)-acetonitrile;DTXSID1059810;2-Fluorophenylacetonitrile, 97%;NSC88280;NSC-88280;STL169028;AKOS000199190;AB00172;AM61480;CS-W013356;PS-9130;s12370;AC-26164;F0257;FT-0612448;EN300-20200;A22012;J-018827;Z104477228

Chemical Property of 2-Fluorophenylacetonitrile

Chemical Property:

• Appearance/Colour: clear colorless to yellow-brownish liquid
• Vapor Pressure: 0.0822mmHg at 25°C
• Refractive Index: n20/D 1.5009(lit.)
• Boiling Point: 226.4 °C at 760 mmHg
• Flash Point: 43.3 °C
• PSA: 23.79000
• Density: 1.127 g/cm³
• LogP: 1.89178
• Storage Temp.: Flammables area
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 135.048427358
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

98% ^*data from raw suppliers

2-Fluorobenzyl Cyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, T, F, Xi
• Hazard Codes: Xn,T,Xi,F
• Statements: 10-20/21/22-36/37/38
• Safety Statements: 16-26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC#N)F
• Uses: 2-Fluorophenylacetonitrile was used in the synthesis of (Z)-2-(2-fluorophenyl)-3-(1H-pyrrol-2-yl)acrylonitrile.

Technology Process of 2-Fluorophenylacetonitrile

There total 16 articles about 2-Fluorophenylacetonitrile 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%

o-fluorobenzyl bromide (446-48-0) + sodium cyanide (773837-37-9) → 2-fluorophenyl acetonitrile (326-62-5)

Guidance literature:

With tetrabutylammomium bromide; In water; toluene; at 55 ℃;

DOI:10.1016/j.tetlet.2012.07.071

Reference yield: 68.0%

sodium cyanide + C8H7F4NO2S (1159505-61-9) → 2-fluorophenyl acetonitrile (326-62-5)

Guidance literature:

C₈H₇F₄NO₂S; With trifluoromethylsulfonic anhydride; sodium hydride; In dichloromethane; at -78 - 0 ℃; for 2h;

sodium cyanide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 8h;

Reference yield: 68.0%

→ 2-fluorophenyl acetonitrile (326-62-5)

Guidance literature:

upstream raw materials:

o-fluorobenzyl bromide

sodium cyanide

2-fluorobenzyl chloride

phenylacetonitrile

Downstream raw materials:

2-(2-fluorophenyl)acetamide

(2-fluorophenyl)acetic acid

2-(2-fluoro-phenyl)-4-phenyl-acetoacetonitrile

2-(2'-Fluorophenyl)-3-oxopropanenitrile

Refernces

• 1、 Hu, Dandan,Liu, Jiayue,Ren, Hongjun,Song, Jinyu,Zhang, Jun-Qi,Zhu, Guorong. "Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes". supporting information. p. 786 - 790. Retrieved 2022/01/28.
• 2、 Yoshida, Hisao,Fujimura, Yuki,Yuzawa, Hayato,Kumagai, Jun,Yoshida, Tomoko. "A heterogeneous palladium catalyst hybridised with a titanium dioxide photocatalyst for direct C-C bond formation between an aromatic ring and acetonitrile". supporting information. p. 3793 - 3795. Retrieved 2013/05/22.