3-(1-Benzofuran-2-yl)-3-oxopropanenitrile

Base Information

• Chemical Name: 3-(1-Benzofuran-2-yl)-3-oxopropanenitrile
• CAS No.: 5149-69-9
• Molecular Formula: C11H7 N O2
• Molecular Weight: 185.182
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID70199470
• Nikkaji Number: J15.120C
• Wikidata: Q83072393
• Mol file: 5149-69-9.mol

Synonyms:5149-69-9;3-(1-benzofuran-2-yl)-3-oxopropanenitrile;2-Cyanoacetylcoumarone;3-(Benzofuran-2-yl)-3-oxopropanenitrile;USAF KF-4;BENZOFURAN, 2-CYANOACETYL-;2-Benzo-furanacetonitrile;BRN 0146419;2-Benzofuranpropionitrile, beta-oxo-;2-Benzofuranpropanenitrile, beta-oxo-;4-18-00-05598 (Beilstein Handbook Reference);beta-Oxo-2-benzofuranpropanenitrile;cyanoacetylcoumarone;SCHEMBL136089;DTXSID70199470;MFCD00047286;AKOS000116878;BD-0229;2-Benzofuranpropionitrile, .beta.-oxo-;2-Benzofuranpropanenitrile, .beta.-oxo-;LS-35048;CS-0062611;FT-0680867;EN300-09471;E70467;J-510804;Z56346968

Chemical Property of 3-(1-Benzofuran-2-yl)-3-oxopropanenitrile

Chemical Property:

• Vapor Pressure: 1.61E-05mmHg at 25°C
• Melting Point: 149-151°
• Boiling Point: 365.1°Cat760mmHg
• PKA: 7.24±0.30(Predicted)
• Flash Point: 174.6°C
• PSA: 54.00000
• Density: 1.253g/cm³
• LogP: 2.52918
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 185.047678466
• Heavy Atom Count: 14
• Complexity: 278

Purity/Quality:

99.3% ^*data from raw suppliers

3-(1-Benzofuran-2-yl)-3-oxopropanenitrile >95% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(O2)C(=O)CC#N

Technology Process of 3-(1-Benzofuran-2-yl)-3-oxopropanenitrile

There total 4 articles about 3-(1-Benzofuran-2-yl)-3-oxopropanenitrile 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%

methyl benzofuran-2-carboxylate (1646-27-1) + acetonitrile (75-05-8,26809-02-9) → 3-(1-benzofuran-2-yl)-3-oxopropanenitrile (5149-69-9)

Guidance literature:

With sodium hydride; In toluene; at 90 ℃;

DOI:10.1016/j.tet.2007.04.088

Reference yield:

1-(benzofuran-2-yl)-2-bromoethan-1-one (23489-36-3) → 3-(1-benzofuran-2-yl)-3-oxopropanenitrile (5149-69-9)

Guidance literature:

With ethanol;

DOI:10.1021/ja01220a022

Reference yield:

1-(benzo[b]furan-2-yl)ethanone (1646-26-0) → 3-(1-benzofuran-2-yl)-3-oxopropanenitrile (5149-69-9)

Guidance literature:

upstream raw materials:

1-(benzofuran-2-yl)-2-bromoethan-1-one

methyl benzofuran-2-carboxylate

acetonitrile

1-(benzo[b]furan-2-yl)ethanone

Downstream raw materials:

2-benzofuran-2-oyl-3-(phenylamino)-3-thioxopropanenitrile

5-(1-benzofuran-2-yl)-4-cyano-2,2-diphenyl-2,3-dihydrofuran-3-carboxamide

Refernces

• 1、 Yilmaz, E. Vildan Burgaz,Yilmaz, Mehmet,Oektemer, Atilla. "Radical cyclizations of conjugated esters and amides with 3-oxopropanenitriles mediated by manganese(III) acetate". body text. p. 363 - 376. Retrieved 2011/09/20.
• 2、 -. "Allosteric adenosine receptor modulators". . . Retrieved 2008/06/13.