5149-69-9

Basic information

• Product Name: 2-cyanoacetylcoumarone
• Synonyms: 2-cyanoacetyl-benzofura;2-cyanoacetylcoumarone;beta-oxo-2-benzofuranpropanenitril;beta-oxo-2-benzofuranpropionitril;2-(Cyanoacetyl)benzofuran;USAF KF-4;β-Oxo-2-benzofuranpropanenitrile;β-Oxo-2-benzofuranpropionitrile
• CAS NO: 5149-69-9
• Molecular Formula: C₁₁H₇NO₂
• Molecular Weight: 185.17878
• Mol File: 5149-69-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 149-151°
• Boiling Point: 365.1°Cat760mmHg
• Flash Point: 174.6°C
• Appearance: /
• Density: 1.253g/cm³
• Vapor Pressure: 1.61E-05mmHg at 25°C
• Refractive Index: 1.606
• PKA: 7.24±0.30(Predicted)
• CAS DataBase Reference: 2-cyanoacetylcoumarone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cyanoacetylcoumarone(5149-69-9)
• EPA Substance Registry System: 2-cyanoacetylcoumarone(5149-69-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 5149-69-9(Hazardous Substances Data)

Usage

Chemical Properties

Brown solid

Safety Profile

Poison by intraperitoneal route.Moderately toxic by ingestion. Whenheated to decomposition it emits toxic fumes of CN- andNOx.

InChI:InChI=1/C11H7NO2/c12-6-5-9(13)11-7-8-3-1-2-4-10(8)14-11/h1-4,7H,5H2

Upstream product

• 75-05-8 acetonitrile 
• 23489-36-3 1-(benzofuran-2-yl)-2-bromoethan-1-one 
• 1646-26-0 1-(benzo[b]furan-2-yl)ethanone 
• 1646-27-1 methyl benzofuran-2-carboxylate 

Downstream Products

• 103278-78-0 2-cyanoacetyl-benzofuran-5-sulfonic acid-[4-tert-pentyl-N-(3-phenyl-propyl)-anilide] 
• 1296726-75-4 5-(1-benzofuran-2-yl)-4-cyano-2,2-diphenyl-2,3-dihydrofuran-3-carboxamide 
• 1323989-15-6 2-(1-benzofuran-2-yl)-4,5-dihydro-5-methyl-5-phenylfuran-3-carbonitrile 
• 1323989-18-9 2-(1-benzofuran-2-yl)-5,5-bis(4-fluorophenyl)-4,5-dihydrofuran-3-carbonitrile 

Relevant articles and documents

SeO2-Mediated One-Pot Synthesis of 3-Cyanofurans from 3-Oxo-3-arylpropanenitriles and Substituted Acetaldehydes

An SeO2-mediated one-pot method was established for the synthesis of 3-cyanofurans from 3-oxo-3-arylpropanenitriles and substituted acetaldehydes. The generality of the reaction was explored, and a plausible mechanism is proposed.

Oxidative cyclization of 3-oxopropanenitriles with α,β-unsaturated amides by manganese(III) acetate. Regio- and stereoselective synthesis of 4-cyano-2,3-dihydrofuran-3-carboxamides

4-Cyano-2,3-dihydrofuran-3-carboxamides were obtained from the oxidative cyclization of 3-oxopropanenitriles with unsaturated amides using manganese(III) acetate. Treatment of 3-oxopropanenitriles with (2E)-3-(5-methyl-2-furyl)acrylamide and (2E)-3-(2-thi