2-(Tetrahydrofuran-2-yl)acetonitrile

Base Information

• Chemical Name: 2-(Tetrahydrofuran-2-yl)acetonitrile
• CAS No.: 33414-62-9
• Molecular Formula: C₆H₉NO
• Molecular Weight: 111.144
• Hs Code.: 2932190090
• European Community (EC) Number: 672-611-6
• DSSTox Substance ID: DTXSID80407154
• Nikkaji Number: J552.085A
• Mol file: 33414-62-9.mol

Synonyms:2-(Tetrahydrofuran-2-yl)acetonitrile;33414-62-9;2-(oxolan-2-yl)acetonitrile;(Tetrahydrofuran-2-yl)acetonitrile;tetrahydrofuran-acetonitrile;tetrahydrofuran-2-ylacetonitrile;2-cyanomethyltetrahydrofuran;Tetrahydrofurfurylcarbonitrile;2-(Cyanomethyl)tetrahydrofuran;SCHEMBL2152919;DTXSID80407154;LSCVJPYMXOAEPX-UHFFFAOYSA-N;HMS1750M07;rac-Tetrahydrofuran-2-ylacetonitrile;MFCD03206782;AKOS000118248;AKOS016346127;DS-2262;MB02666;2-TETRAHYDRO-2-FURANYLACETONITRILE;CS-0199403;T2622;EN300-13912;Z94601183;F9994-5391;1-(2-Hydroxyphenyl)piperazine-4-carboxylicacidtert-butylester

Chemical Property of 2-(Tetrahydrofuran-2-yl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.0778mmHg at 25°C
• Refractive Index: 1.441
• Boiling Point: 227.4°C at 760 mmHg
• Flash Point: 93.7°C
• PSA: 33.02000
• Density: 1.003g/cm³
• LogP: 1.07908
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 111.068413911
• Heavy Atom Count: 8
• Complexity: 113

Purity/Quality:

97% ^*data from raw suppliers

2-(Tetrahydrofuran-2-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1)CC#N

Technology Process of 2-(Tetrahydrofuran-2-yl)acetonitrile

There total 11 articles about 2-(Tetrahydrofuran-2-yl)acetonitrile 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: 93.0%

potassium cyanide (151-50-8) + rac-(tetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate (34583-63-6) → 2-(tetrahydrofuran-2-yl)acetonitrile (33414-62-9)

Guidance literature:

In ethanol; for 10h; Heating;

DOI:10.1055/s-1996-4256

Reference yield: 86.0%

6-hydroxy-hex-2-enenitrile → 2-(tetrahydrofuran-2-yl)acetonitrile (33414-62-9)

Guidance literature:

With C₁₉H₃₃N₂OPRu; In tetrahydrofuran; at 20 ℃; for 17h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1002/anie.201412110

Reference yield: 43.7%

sodium cyanide (773837-37-9) + rac-(tetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate (34583-63-6) → 2-(tetrahydrofuran-2-yl)acetonitrile (33414-62-9)

Guidance literature:

In N,N-dimethyl-formamide; at 90 ℃;

upstream raw materials:

tetrahydrofurfuryl bromide

potassium cyanide

2-hydroxytetrahydrofuran

diethyl 1-cyanomethylphosphonate

Downstream raw materials:

(tetrahydro-furan-2-yl)-acetic acid

(6S)-(-)-methyl 6,8-dihydroxyoctanoate

2-(tetrahydrofuran-2-yl)ethylamine