4,5,5-Trimethyl-2-oxo-2,5-dihydrofuran-3-carbonitrile

Base Information

• Chemical Name: 4,5,5-Trimethyl-2-oxo-2,5-dihydrofuran-3-carbonitrile
• CAS No.: 13332-71-3
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID30358884
• Nikkaji Number: J1.341.308H
• Wikidata: Q82139781
• Mol file: 13332-71-3.mol

Synonyms:13332-71-3;4,5,5-trimethyl-2-oxo-2,5-dihydrofuran-3-carbonitrile;4,5,5-Trimethyl-2-oxo-2,5-dihydro-3-furancarbonitrile;4,5,5-trimethyl-2-oxofuran-3-carbonitrile;EC-000.1699;DTXSID30358884;STL329700;AKOS006274777;3-cyano-4,5,5-trimethyl-2(5h)-furanone;CS-0360216;4,5,5-Trimethyl-2-oxo-2,5-dihydro-furan-3-carbonitrile

Chemical Property of 4,5,5-Trimethyl-2-oxo-2,5-dihydrofuran-3-carbonitrile

Chemical Property:

• Vapor Pressure: 0.00219mmHg at 25°C
• Refractive Index: 1.487
• Boiling Point: 289.5°C at 760 mmHg
• Flash Point: 132.7°C
• PSA: 50.09000
• Density: 1.13g/cm³
• LogP: 1.16188
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 291

Purity/Quality:

99% ^*data from raw suppliers

4,5,5-Trimethyl-2-oxo-2,5-dihydrofuran-3-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)OC1(C)C)C#N

Technology Process of 4,5,5-Trimethyl-2-oxo-2,5-dihydrofuran-3-carbonitrile

There total 7 articles about 4,5,5-Trimethyl-2-oxo-2,5-dihydrofuran-3-carbonitrile 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: 96.0%

3-Hydroxy-3-methyl-2-butanone (115-22-0) + ethyl 2-cyanoacetate (105-56-6) → 4,5,5-trimethyl-2-oxo-2,5-dihydro-furan-3-carbonitrile (13332-71-3)

Guidance literature:

With sodium ethanolate; In ethanol; for 0.166667h; Irradiation;

Reference yield: 95.0%

2-imino-4,5,5-trimethyl-2,5-dihydrofuran-3-carbonitrile (364599-35-9) → 4,5,5-trimethyl-2-oxo-2,5-dihydro-furan-3-carbonitrile (13332-71-3)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1081/SCC-100104407

Reference yield: 52.0%

2-(3-(tert-butyldimethylsilyloxy)-3-methylbutan-2-ylidene)propanedinitrile (1292797-55-7) → 4,5,5-trimethyl-2-oxo-2,5-dihydro-furan-3-carbonitrile (13332-71-3) + 2-imino-4,5,5-trimethyl-2,5-dihydrofuran-3-carbonitrile (364599-35-9)

Guidance literature:

With hydrogen fluoride; water; In acetonitrile; for 48h;

DOI:10.1039/c0jm03774e

upstream raw materials:

3-Hydroxy-3-methyl-2-butanone

ethyl 2-cyanoacetate

cyanoacetanilide

2-imino-4,5,5-trimethyl-2,5-dihydrofuran-3-carbonitrile

Downstream raw materials:

5,5-Dimethyl-2-oxo-4-((E)-2-p-tolyl-vinyl)-2,5-dihydro-furan-3-carbonitrile

4-[(E)-2-(2-Chloro-phenyl)-vinyl]-5,5-dimethyl-2-oxo-2,5-dihydro-furan-3-carbonitrile

5,5-Dimethyl-4-[(E)-2-(3-nitro-phenyl)-vinyl]-2-oxo-2,5-dihydro-furan-3-carbonitrile

5,5-Dimethyl-4-[(E)-2-(4-nitro-phenyl)-vinyl]-2-oxo-2,5-dihydro-furan-3-carbonitrile