50743-18-5

Basic information

• Product Name: 3-CYANO-6-METHYLCHROMONE
• Synonyms: 6-METHYL-3-CYANOCHROMONE;6-METHYL-4-OXO-4 H-1-BENZOPYRAN-3-CARBONITRILE;6-METHYL-4-OXO-4H-CHROMENE-3-CARBONITRILE;3-CYANO-6-METHYLCHROMONE;3-CYANO-6-METHYLCHROMONE 99%;6-Methylchromone-3-carbonitrile, 99%;6-MethylchroManone-3-Carbonitrile;3-Cyano-6-methylchromone≥ 99.5% (HPLC)
• CAS NO: 50743-18-5
• Molecular Formula: C₁₁H₇NO₂
• Molecular Weight: 185.18
• Product Categories: Chromones
• Mol File: 50743-18-5.mol

Chemical Properties

• Melting Point: 151-153 °C(lit.)
• Boiling Point: 311.6 °C at 760 mmHg
• Flash Point: 135.2 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 0.000559mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-CYANO-6-METHYLCHROMONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CYANO-6-METHYLCHROMONE(50743-18-5)
• EPA Substance Registry System: 3-CYANO-6-METHYLCHROMONE(50743-18-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 50743-18-5(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow powder

InChI:InChI=1/C11H7NO2/c1-7-2-3-10-9(4-7)11(13)8(5-12)6-14-10/h2-4,6H,1H3

Upstream product

• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 68-12-2 N,N-dimethyl-formamide 
• 25575-32-0 <(chlorosulfinyloxy)methylene>dimethylammonium chloride 
• 42059-81-4 3-formyl-6-methylchromone 

Downstream Products

• 1380762-57-1 2-(4-methoxyphenyl)-7-methyl-5H-chromeno[2,3-d]pyrimidin-5-one 
• 84671-71-6 2-acetoxy-3-benzamido-7-methyl<1>benzopyrano<2,3-b>pyridin-5(H)-one 
• 68301-75-7 2-amino-6-methylchromone-3-carboxaldehyde 
• 67867-48-5 3-acetyl-2,7-dimethyl-5H-chromeno[2,3-b]pyridin-5-one 
• 68301-98-4 ethyl 2-amino-7-methyl-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylate 
• 50743-48-1 6-methyl-3-(1H-tetrazol-5-yl)-chromen-4-one 
• 71121-82-9 9-methyl-7-oxo-7,13-dihydrochromeno[2,3-b][1,5]benzodiazepine 

Relevant articles and documents

Metal-free access to 3-allyl-2-alkoxychromanonesviaphosphine-catalyzed alkoxy allylation of chromones with MBH carbonates and alcohols

A metal-free access to 3-allyl-2-alkoxychromanones by PPh3-catalyzed alkoxy allylation of chromones with MBH carbonates and alcohols is described. This reaction is performed under mild conditions and it shows good functional group tolerance, providing a series of functionalized chromanones in moderate to high yields with excellent diastereoselectivities. Deuterium-labeling experiments to probe a possible mechanism and scale-up reaction were also conducted.

KHMDS enhanced SmI2-mediated reformatsky type α-cyanation

A novel combination of SmI2, KHMDS, and TsCN can be utilized to introduce a cyano group into structurally diverse and highly sensitive 2-alkyl-chroman-4-ones. Subsequent oxidation allows the formed 2-alkyl-3-cyanochromones to be isolated in yields ranging from 49 to 77%. In addition, α-bromoketones and esters were found to undergo equally effective α-cyanation.

A mild and facile method for the synthesis of 3-cyano-chromones from oximes derived from 3-formylchromones using dimethylformamide-thionylchloride complex

A mild and facile method for the synthesis of 3-cyanochromones (4) from oximes (2) derived from 3-formylchromones using Dimethylformamide- thionylchloride complex (1) is herein reported.