83490-13-5

Basic information

• Product Name: CHEMBRDG-BB 6423830
• Synonyms: CHEMBRDG-BB 6423830;5-(1-METHYL-1H-BENZIMIDAZOL-2-YL)-2-FURALDEHYDE;5-(1-methyl-1H-benzimidazol-2-yl)-2-furaldehyde(SALTDATA: FREE)
• CAS NO: 83490-13-5
• Molecular Formula: C13H10N2O2
• Molecular Weight: 226.23
• Mol File: 83490-13-5.mol

Chemical Properties

• Boiling Point: 454.1°C at 760 mmHg
• Flash Point: 228.4°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 1.97E-08mmHg at 25°C
• Refractive Index: 1.651
• CAS DataBase Reference: CHEMBRDG-BB 6423830(CAS DataBase Reference)
• NIST Chemistry Reference: CHEMBRDG-BB 6423830(83490-13-5)
• EPA Substance Registry System: CHEMBRDG-BB 6423830(83490-13-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 83490-13-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10N2O2/c1-15-11-5-3-2-4-10(11)14-13(15)12-7-6-9(8-16)17-12/h2-8H,1H3

Upstream product

• 98-01-1 furfural 
• 1632-83-3 1-Methylbenzimidazole 
• 58-08-2 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione 
• 78706-13-5 1-methyl-2-(5-methyl-2-furyl)-1H-benzimidazole 
• 6528-76-3 1-methyl-2-(2'-furyl)benzimidazole 
• 100-97-0 hexamethylenetetramine 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1632-83-3 1-Methylbenzimidazole 

Relevant articles and documents

Design and Syntheses of Palladium Complexes of NNN/CNN Pincer Ligands: Catalyst for Cross Dehydrogenative Coupling Reaction of Heteroarenes

This report describes simple syntheses of a new class of palladium(II) pincer complexes having NNN and CNN coordination modes. The new complexes were fully characterized with the help of 1H and 13C{1H} NMR, HRMS, and IR sp

Halo-Bridged Abnormal NHC Palladium(II) Dimer for Catalytic Dehydrogenative Cross-Coupling Reactions of Heteroarenes

This work describes the dehydrogenative coupling of heteroarenes using a dimeric halo-bridged palladium(II) catalyst bearing an abnormal NHC (aNHC) backbone. The catalyst can successfully activate the C-H bond of a wide range of heteroarenes, which include benzothiazole, benzoxazole, thiophene, furan, and N-methylbenzimidazole. Further, it exhibited good activity for heteroarenes bearing various functional groups such as CN, CHO, Me, OMe, OAc, and Cl. Additionally, we isolated the active catalyst by performing stoichiometric reaction and characterized it as the acetato-bridged dimer of (aNHC)PdOAc by single-crystal X-ray study.

Oxidation products of fused 2-hetarylimidazole derivatives

Oxidation of 5-(1-methyl-1H-benzimidazol-2-yl)thiophene-, and -selenophene-2-carbaldehydes with potassium dichromate in 20% aqueous sulfuric acid afforded the corresponding carboxylic acids. Analogous reaction with 5-(1-methyl-1H-benzimidazol-2-yl)furan-2-carbaldehyde led to the formation of 1- methyl-1H-benzimidazole as a result of decarboxylation of the primary oxidation product and subsequent decomposition of the furan ring. Probable factors responsible for instability of 5-(1H-benzimidazol-2-yl)- hetarene-2-carboxylic acids were considered. The oxidation of 2-furylnaphtho[2,3-d]- and 2-hetarylphenanthro- [9,10-d]imidazoles gave, respectively, an anthraquinone analog and 6,7-quinones. ?-Electron-rich heterocycles in 2-furyl- and 2-pyrrolylphenanthro[9,10-d]imidazoles were oxidized completely, being replaced by hydrogen. Pleiades Publishing, Ltd., 2011.

Palladium(II)-catalyzed oxidative C-H/C-H cross-coupling of heteroarenes

(Chemical Presented) An efficient methodology for the synthesis of unsymmetrical biheteroaryl molecules has been developed via Pd(II)-catalyzed oxidative C-H/C-H cross-coupling of heteroarenes. An inversion in reactivity and selectivity has been achieved

2-SUBSTITUTED IMIDAZOLES. 3. METALLATION OF 1-METHYL-2-PHENYL- AND 1-METHYL-2-(FURYL-2)IMIDAZOLES

1-Methyl-2-phenylimidazole reacts with butyllithium to give 5-lithium substituted products.On the other hand, 1-methyl-2-(furyl-2)imidazole is metallated under the same conditions exclusively on the furan ring and primarily in the 3 position.The introduction of triethylamine into the reaction mixture, or replacement of butyllithium by lithium 2,2,6,6-tetramethylpiperidide leads to the formation of a lithium derivative substituted at the 5-position of the furan ring exclusively.

Research on the Chemistry of 2-Hetarylbenzimidazoles. 5. Acylation of 1-Methyl-2-(2'-hetaryl)benzimidazoles

The acylation of 1-methyl-2-(2'-furyl)- and 1-methyl-2-(2'-thienyl)benzimidazoles was studied.A convenient method for the formylation of the furan and thiophene rings by the action of urotropin in polyphosphoric acid (PPA) was found.Acylation of the furan

RESEARCH ON THE CHEMISTRY OF 2-HETARYLBENZIMIDAZOLES. 4. OXIDATION OF 1-METHYL-2-(5'-METHYL-2'-HETARYL)BENZIMIDAZOLES

The methyl group in 1-methyl-2-(5'-methyl-2'-hetaryl)benzimidazoles (hetaryl = furyl and thienyl) was oxidized.It was found that a salt of a carboxylic acid, which in an acidic medium loses carbon dioxide to give 1-methyl-2-(2'-furyl)-benzimidazole, is formed when 1-methyl-2-(5'-methyl-2'-furyl)benzimidazole is treated with an aqueous solution of potassium permanganate.The carboxy derivative of thiophene is considerably more stable.Oxidation by means of selenium dioxide leads to the corresponding 5'-formyl derivative.The structures of the compounds obtained were confirmed by data from the IR and PMR spectra.