50743-17-4

Basic information

• Product Name: 3-CYANOCHROMONE
• Synonyms: CHROMONE-3-CARBONITRILE;BUTTPARK 29\06-39;LABOTEST-BB LT00160157;3-CYANOCHROMONE;4-OXO-4H-1-BENZOPYRAN-3-CARBONITRILE;4-OXO-4H-CHROMENE-3-CARBONITRILE;3-Cyanochromone,97%;3-CyanochroMone, 97% 5GR
• CAS NO: 50743-17-4
• Molecular Formula: C₁₀H₅NO₂
• Molecular Weight: 171.15
• Product Categories: Chromones
• Mol File: 50743-17-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 174-176 °C(lit.)
• Boiling Point: 278.3 °C at 760 mmHg
• Flash Point: 119.5 °C
• Appearance: light yellow crystalline powder
• Density: 1.34 g/cm³
• Vapor Pressure: 0.0043mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-CYANOCHROMONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CYANOCHROMONE(50743-17-4)
• EPA Substance Registry System: 3-CYANOCHROMONE(50743-17-4)

Safety Data

• Hazard Codes: Xn,Xi,T
• Statements: 36/37/38-20/21/22-25-20/21
• Safety Statements: 36/37/39-26-36-45-36/37-24/25
• RIDADR: 3276
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 50743-17-4(Hazardous Substances Data)

Usage

Chemical Properties

light yellow crystalline powder

Uses

3-Cyanochromone may be used in the syntheses of following: 2-aminochromone-3-carboxamide3-amino-4H-chromeno[3,4-d]isoxazol-4-one 3-(diaminomethylene)chroman-2,4-dione functionalized novel spirobenzofuranones6H-bis-[1]-benzopyrano[2,3-b:3′,4′-e]pyridin-8(8H)ones and 3-(2′-hydroxybenzoyl)-5H-[1]benzopyrano[4,3-b]pyridine

Synthesis Reference(s)

The Journal of Organic Chemistry, 64, p. 8736, 1999 DOI: 10.1021/jo991031j

General Description

3-Cyanochromone (4-Oxo-4H-1-benzopyran-3-carbonitrile), a 3-substituted chromone, is a cyano substituted 1-benzopyran-4-one. It is an α,β-unsaturated nitrile and also an α,β-unsaturated ketone. Its molecule has electron deficiency at 3 sites i.e C (carbon) at second position, C of cyano and carbonyl group. 2-Amino-3-(alkyliminomethyl)chromones are obtained as major products during its reaction with aliphatic amines.

InChI:InChI=1/C10H5NO2/c11-5-7-6-13-9-4-2-1-3-8(9)10(7)12/h1-4,6H

Upstream product

• 17422-74-1 3-Formylchromone 
• 89332-91-2 C-cyclohexane-N-methylnitrone 
• 156544-47-7 3-cyano-4H-1-benzopyran-4-thione 
• 130306-62-6 4-Oxo-4H-chromene-3-carbaldehyde oxime 
• 130306-63-7 4-Oxo-4H-chromene-3-carbaldehyde oxime 
• 3376-23-6 N-methyl-α-phenylnitrone 
• 3376-26-9 N-Benzylidenebenzylamine N-oxide 
• 873-67-6 benzonitrile oxide 

Downstream Products

• 73262-09-6 N-(2-Amino-phenyl)-4-oxo-4H-chromene-3-carboxamidine 
• 1224096-89-2 1,2-dimethyl-5-phenyl-1H-pyrrole-3-carbonitrile 
• 69-72-7 salicylic acid 
• 1338367-51-3 diethyl 5'-cyano-4'-(cyclohexylamino)-3-oxo-3H-spiro[benzofuran-2,1'-cyclopenta[2,4]diene]-2',3'-dicarboxylate 
• 1380762-56-0 2-(4-(trifluoromethyl)phenyl)-5H-chromeno[2,3-d]pyrimidin-5-one 
• 1380762-52-6 2-(2-(trifluoromethyl)phenyl)-5H-chromeno[2,3-d]pyrimidin-5-one 
• 1380762-54-8 2-(3-(trifluoromethyl)phenyl)-5H-chromeno[2,3-d]pyrimidin-5-one 
• 1380762-50-4 2-(4-chlorophenyl)-5H-chromeno[2,3-d]pyrimidin-5-one 
• 1380762-47-9 2-(2-chlorophenyl)-5H-chromeno[2,3-d]pyrimidin-5-one 
• 84941-94-6 2-Phenyl-<1>-benzopyrano<2,3-d>pyrimidin-5-on 
• 1380762-46-8 2-(4-methoxyphenyl)-5H-chromeno[2,3-d]pyrimidin-5-one 
• 1380762-49-1 2-(3-chlorophenyl)-5H-chromeno[2,3-d]pyrimidin-5-one 
• 1380762-44-6 2-(3-methoxyphenyl)-5H-chromeno[2,3-d]pyrimidin-5-one 
• 1380762-43-5 2-(2-methoxyphenyl)-5H-chromeno[2,3-d]pyrimidin-5-one 

Relevant articles and documents

Studies on chromone derivatives: regioselective 1,3-dipolar and 1,4-cycloaddition reactions of 3-cyano-4H-1-benzopyran-4-thione

1,3-Dipolar cycloaddition reactions of 3-cyano-4H-1-benzopyran-4-thione 1 with nitrilimines 3, nitrile oxides 7 and aldonitrones 8 yielded regioselective cycloadducts involving the thione function.In the latter two classes, the unstable cycloadducts fragmented to yield 3-cyanochromone 11 and isothiocyanate 12 or thioamide 13, respectively.In contrast, dienamines 14 preferred to react at the carbon-carbon double bond in a 1,4-cycloaddition yielding xanthione (9H-xanthene-9-thione) 16 by elimination of HCN and the amine moiety.Keywords: 1,3-dipolar cycloaddition / 1,4-cycloaddition / 4H-1-benzopyran-4-thione / nitrilimine / nitrile oxide / nitrone