3-Fluorophenylacetonitrile

Base Information

• Chemical Name: 3-Fluorophenylacetonitrile
• CAS No.: 501-00-8
• Molecular Formula: C8H6FN
• Molecular Weight: 135.141
• Hs Code.: 29269090
• European Community (EC) Number: 207-918-2
• NSC Number: 88318
• UNII: 52V7K4FR47
• DSSTox Substance ID: DTXSID4060107
• Nikkaji Number: J182.251I
• Wikidata: Q72475658
• Mol file: 501-00-8.mol

Synonyms:3-Fluorophenylacetonitrile;501-00-8;2-(3-fluorophenyl)acetonitrile;3-Fluorobenzyl cyanide;m-Fluorophenylacetonitrile;Benzeneacetonitrile, 3-fluoro-;10036-43-8;3-fluorobenzeneacetonitrile;Acetonitrile, (m-fluorophenyl)-;(3-Fluorophenyl)acetonitrile;M-FLUOROBENZYL CYANIDE;a-Fluorophenylacetonitrile;MFCD00001907;52V7K4FR47;EINECS 207-918-2;NSC 88318;NSC-88318;NSC88318;3-fluorophenyl acetonitrile;3-fluoro-benzeneacetonitrile;3-Fluoro phenyl acetonitrile;SCHEMBL105857;UNII-52V7K4FR47;(3-fluoro-phenyl)-acetonitrile;DTXSID4060107;3-Fluorophenylacetonitrile, 99%;2-(3-fluoro-phenyl)-acetonitrile;AKOS000119364;AC-9790;AM61575;CS-W011065;PS-9129;1-(3-Methoxy-5-methyl-phenyl)-ethanone;F0256;FT-0615744;FT-0655532;EN300-20389;A800106;W-105985;Z104477994

Chemical Property of 3-Fluorophenylacetonitrile

Chemical Property:

• Appearance/Colour: clear light yellow to slightly brown liquid
• Vapor Pressure: 0.0802mmHg at 25°C
• Melting Point: 21 °C
• Refractive Index: n20/D 1.502(lit.)
• Boiling Point: 226.8 °C at 760 mmHg
• Flash Point: 83.1 °C
• PSA: 23.79000
• Density: 1.127 g/cm³
• LogP: 1.89178
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• 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%,99%, ^*data from raw suppliers

3-Fluorophenylacetonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3-Fluorophenylacetonitrile

There total 13 articles about 3-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: 77.0%

3,β,β-Trifluorostyrol (63082-37-1) → 3-fluorophenylacetonitrile (501-00-8)

Guidance literature:

With ammonium hydroxide; In acetonitrile; at 60 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.1c04336

Reference yield: 65.0%

potassium thioacyanate (333-20-0) + 4-methyl-N'-(3-fluorobenzylidene)benzenesulfonohydrazide (343229-18-5) → 3-fluorophenylacetonitrile (501-00-8)

Guidance literature:

With copper(l) iodide; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; toluene-4-sulfonic acid hydrazide; In 1-methyl-pyrrolidin-2-one; acetonitrile; at 80 ℃; for 7h; under 760.051 Torr; Molecular sieve; Green chemistry;

DOI:10.1021/acs.joc.7b00836

Reference yield: 50.0%

sodium cyanide (773837-37-9) + 1-(Bromomethyl)-3-fluorobenzene (456-41-7) → 3-fluorophenylacetonitrile (501-00-8)

Guidance literature:

In dimethyl sulfoxide; at 30 ℃;

upstream raw materials:

sodium cyanide

1-(Bromomethyl)-3-fluorobenzene

m-fluorobenzyl chloride

phenylacetonitrile

Downstream raw materials:

(3-Fluoro-phenyl)-pyridin-2-yl-acetonitrile

tert-butyl 4-cyano-4-(3-fluorophenyl)piperidine-1-carboxylate

(1S,5R)-2-oxo-1-(3-fluorophenyl)-3-oxabicyclo[3.1.0]hexane

DL-2-(3-fluorophenyl)glycine

Refernces

• 1、 Huang, Yubing,Yu, Yue,Zhu, Zhongzhi,Zhu, Chuanle,Cen, Jinghe,Li, Xianwei,Wu, Wanqing,Jiang, Huanfeng. "Copper-Catalyzed Cyanation of N-Tosylhydrazones with Thiocyanate Salt as the "cN" Source". . p. 7621 - 7627. Retrieved 2017/07/26.
• 2、 -. "POTENT SMALL MOLECULE INHIBITORS OF AUTOPHAGY, AND METHODS OF USE THEREOF". Page/Page column 57. . Retrieved 2011/02/24.