4-Fluorophenylacetonitrile

Base Information

• Chemical Name: 4-Fluorophenylacetonitrile
• CAS No.: 459-22-3
• Molecular Formula: C8H6FN
• Molecular Weight: 135.141
• Hs Code.: 29269090
• European Community (EC) Number: 207-286-8
• NSC Number: 60739
• UNII: 554W6Z2TV5
• DSSTox Substance ID: DTXSID8060030
• Nikkaji Number: J1.534B
• Wikidata: Q72475651
• Mol file: 459-22-3.mol

Synonyms:4-Fluorophenylacetonitrile;459-22-3;4-Fluorobenzyl cyanide;Benzeneacetonitrile, 4-fluoro-;p-Fluorobenzyl cyanide;2-(4-fluorophenyl)acetonitrile;4-Fluorobenzylcyanide;4-Fluorobenzeneacetonitrile;p-Fluorophenylacetonitrile;Acetonitrile, (p-fluorophenyl)-;(p-Fluorophenyl)acetonitrile;(4-fluorophenyl)acetonitrile;MFCD00001917;4-fluorobenzylnitrile;EINECS 207-286-8;NSC 60739;BRN 1907764;554W6Z2TV5;NSC-60739;4-09-00-01673 (Beilstein Handbook Reference);4-fluorophenyl acetonitrile;4-Fluorophenyl-acetonitrile;para-Fluorophenylacetonitrile;4-fluoro phenyl acetonitrile;4-fluoro-phenyl-acetonitrile;SCHEMBL37742;UNII-554W6Z2TV5;(4-Fluoro-phenyl)-acetonitrile;DTXSID8060030;JHQBLYITVCBGTO-UHFFFAOYSA-;4-Fluorophenylacetic acid nitrile;4-Fluorophenylacetonitrile, 99%;P-FLUOROBENZENEACETONITRILE;2-(4-fluoro-phenyl)-acetonitrile;BDBM113774;HMS1719G04;NSC60739;AKOS000200425;AB00175;CS-W020067;PS-9131;s12395;AC-26163;AM20061087;F0258;FT-0618556;EN300-18725;A21996;W-106112;2‐(4‐fluorophenyl)acetonitrile (6);Z89283961;F0001-1242;(p-fluorophenyl)-acetonitril;4-Fluorophenylaceticacidnitrile

Chemical Property of 4-Fluorophenylacetonitrile

Chemical Property:

• Appearance/Colour: Clear, light yellow liquid
• Vapor Pressure: 0.0535mmHg at 25°C
• Melting Point: 86ºC
• Refractive Index: n20/D 1.5002(lit.)
• Boiling Point: 234.2 °C at 760 mmHg
• Flash Point: 108.3 °C
• PSA: 23.79000
• Density: 1.127 g/cm³
• LogP: 1.89178
• Storage Temp.: Inert atmosphere,Room Temperature
• 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: 139

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Fluorophenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, T, Xi
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38-20/21/22/36/37/38-20/20/22
• Safety Statements: 26-36-24/25-26/36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC#N)F

Technology Process of 4-Fluorophenylacetonitrile

There total 28 articles about 4-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: 98.0%

O-(cyano(4-fluorophenyl)methyl) S-methyl carbonodithioate → 4-fluorophenylacetonitrile (459-22-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In cyclohexane; toluene; at 90 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.202003623

Reference yield: 83.2%

sodium cyanide (143-33-9,25596-52-5) + 1-chloromethyl-4-fluorobenzene (352-11-4) → 4-fluorophenylacetonitrile (459-22-3)

Guidance literature:

In dimethyl sulfoxide; at 80 - 85 ℃; for 1h;

DOI:10.1007/BF02464670

Reference yield: 81.0%

4-isoxazoleboronic acid pinacol ester (928664-98-6) + 1-Bromo-4-fluorobenzene (460-00-4) → 4-fluorophenylacetonitrile (459-22-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; water; In dimethyl sulfoxide; at 130 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ja201743j

upstream raw materials:

sodium cyanide

1-chloromethyl-4-fluorobenzene

6-methyl-3,5-heptadien-2-one

(-)-(R)-N,S-dimethyl-S-phenylsulfoximine

Downstream raw materials:

(3-cyanopyrid-2-yl)(4-fluorophenyl)acetonitrile

1-hydroxy-1-(2-chlorophenyl)-2-cyano-2-(4-fluorophenyl)ethylene

2-Chloro-6-[cyano-(4-fluoro-phenyl)-methyl]-benzonitrile

2-[Cyano-(4-fluoro-phenyl)-methyl]-5-trifluoromethyl-benzonitrile

Refernces

• 1、 Juhl, Martin,Petersen, Allan R.,Lee, Ji-Woong. "CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions**". supporting information. p. 228 - 232. Retrieved 2020/11/30.
• 2、 Kim, Kunsoon,Lee, Seulchan,Hong, Soon Hyeok. "Direct C(sp3)-H Cyanation Enabled by a Highly Active Decatungstate Photocatalyst". supporting information. p. 5501 - 5505. Retrieved 2021/07/26.