Tetrahydro-2-oxo-3-furancarbonitrile

Base Information

• Chemical Name: Tetrahydro-2-oxo-3-furancarbonitrile
• CAS No.: 27512-26-1
• Molecular Formula: C5H5 N O2
• Molecular Weight: 111.1
• Hs Code.: 2932209090
• European Community (EC) Number: 861-083-4
• DSSTox Substance ID: DTXSID50408471
• Nikkaji Number: J1.719.428C
• Mol file: 27512-26-1.mol

Synonyms:Tetrahydro-2-oxo-3-furancarbonitrile;27512-26-1;2-oxooxolane-3-carbonitrile;2-Oxotetrahydrofuran-3-carbonitrile;Cyanbutyrolacton;SCHEMBL1669047;DTXSID50408471;AKOS000208120;3-Furancarbonitrile, tetrahydro-2-oxo-;CS-0230222;FT-0715952;EN300-102785

Chemical Property of Tetrahydro-2-oxo-3-furancarbonitrile

Chemical Property:

• Boiling Point: 176-178 °C(Press: 8 Torr)
• PSA: 50.09000
• Density: 1.2501 g/cm3
• LogP: 0.07308
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 111.032028402
• Heavy Atom Count: 8
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

2-oxooxolane-3-carbonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=O)C1C#N

Technology Process of Tetrahydro-2-oxo-3-furancarbonitrile

There total 7 articles about Tetrahydro-2-oxo-3-furancarbonitrile 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%

3-[1-Azido-meth-(Z)-ylidene]-dihydro-furan-2-one → 2-oxotetrahydrofuran-3-carbonitrile (27512-26-1)

Guidance literature:

In acetic acid; Heating;

DOI:10.1016/S0040-4020(02)00184-9

Reference yield: 73.0%

oxirane (75-21-8,99932-75-9) + ethyl 2-cyanoacetate (105-56-6) → 2-oxotetrahydrofuran-3-carbonitrile (27512-26-1)

Guidance literature:

ethyl 2-cyanoacetate; With potassium tert-butylate; In tert-butyl alcohol; at 20 ℃; for 1h;

oxirane; In ethanol; at 45 - 50 ℃; for 3h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 43.0%

acetic anhydride (108-24-7) + 3-[1-Azido-meth-(Z)-ylidene]-dihydro-furan-2-one → 2-oxotetrahydrofuran-3-carbonitrile (27512-26-1) + 1-acetyl-4-oxo-5-oxa-1-azaspiro[2,4]hept-2-yl acetate

Guidance literature:

Heating;

DOI:10.1016/S0040-4020(02)00184-9

upstream raw materials:

oxirane

ethyl 2-cyanoacetate

ethene

cyanoacetic acid

Downstream raw materials:

2-Amino-3-methoxycarbonyl-4,5-dihydrofuran

6-Amino-4-hydroxy-5-<2-hydroxyaethyl>-2-mercapto-pyrimidin

Refernces

• 1、 Mazal, Ctibor,Jonas, Jaroslav,?ák, Zdirad. "Highly diastereoselective thermal decomposition of 3-(azidomethylene)dihydrofuran-2-one". . p. 2729 - 2733. Retrieved 2002.
• 2、 Fristad, William E.,Peterson, John R.,Ernst, Andreas B.. "Manganese(III) γ-Lactone Annulation with Substituted Acids". . p. 3143 - 3148. Retrieved 2007/10/02.