14967-86-3

Basic information

• Product Name: 4-nitrophenyl furan-2-carboxylate
• Synonyms: 2-furancarboxylic acid, 4-nitrophenyl ester; 2-Furoic acid, 4-nitrophenyl ester
• CAS NO: 14967-86-3
• Molecular Formula: C₁₁H₇NO₅
• Molecular Weight: 233.177
• Mol File: 14967-86-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 381.1°C at 760 mmHg
• Flash Point: 184.3°C
• Density: 1.392g/cm³
• Vapor Pressure: 5.21E-06mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: 4-nitrophenyl furan-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitrophenyl furan-2-carboxylate(14967-86-3)
• EPA Substance Registry System: 4-nitrophenyl furan-2-carboxylate(14967-86-3)

Safety Data

• Hazardous Substances Data: 14967-86-3(Hazardous Substances Data)

Upstream product

• 88-14-2 2-furanoic acid 
• 100-02-7 4-nitro-phenol 
• 527-69-5 2-furancarbonyl chloride 

Downstream Products

• 100-02-7 4-nitro-phenol 
• 26163-41-7 (furan-2-yl)(piperidin-1-yl)methanone 
• 40172-95-0 N-(furan-2-carbonyl)piperazine 
• 31330-59-3 2-furanyl 4-morpholinyl methanone 
• 1176952-52-5 N-(3,4-dimethoxybenzyloxy)furan-2-carboxamide 
• 614-99-3 Ethyl 2-furoate 

Relevant articles and documents

Reactions of 4-Nitrophenyl 5-substituted Furan-2-carboxylates with R2NH/R2NH2+ in 20 mol% DMSO(aq): Effect of Aryl Group on the Acyl-Transfer Reaction

Reactions of 4-nitrophenyl 2-furoates (1a–e) with R2NH/R2NH2+ in 20 mol% DMSO(aq) have been studied. The reactions produced aminolysis products and exhibited second-order kinetics. The Br?nsted plots were linear with βnuc values of 0.75–0.89, which remained nearly the same for all 5-furyl substituents. The rate data showed excellent correlations on the Yukawa-Tsuno plots with ρ(x)?=?0.72–1.1, and r?=?0.55–0.95, respectively. The ρ value increased and r value decreased with a stronger nucleophile, indicating an increase in the electron density at the C-O bond and a decrease in the resonance contribution. The results have been interpreted with the addition–elimination mechanism in which the second step is the rds. By comparing with the data for ArC(O)OC6H4-4-NO2 (Ar?=?Ph, thienyl), the effect of the aryl group on the acyl transfer reaction was assessed.

Determination of aromaticity indices of thiophene and furan by nuclear magnetic resonance spectroscopic analysis of their phenyl esters

A series of m- and p-substituted phenyl benzoates, 2-thienoates, and 2-furoates were prepared and their 1H and 13C nmr spectroscopic characteristics were examined. In general, good correlations were observed between the chemical shift values of protons and carbons of the acyl aromatic rings and the Hammett σ. Plots of the chemical shift values of the carbonyl carbons of the benzoates against those of the 2-thienoates and 2-furoates gave an excellent correlation and the values of the slopes are 0.85 and 0.75, respectively, in dimethyl sulfoxide-d6 and 0.90 and 0.78, respectively, in chloroform-d. The values could be considered as a set of aromaticity indices.

Rate enhancement specificity with alpha-chymotrypsin: temperature dependence of deacylation.

The relative rate of the hydrolysis of 2-(5-n-alkyl)furoyl-alpha-chymotrypsin reaches a maximum with the propyl derivative. The Arrhenius plots for the hydrolyses of the 2-furoyl-, 2-(5-ethyl)furoyl-, and 2-(5-n-propyl)furoyl-alpha-chymotrypsins display a discontinuity, while the plots obtained with the ramaining furoyl derivatives 5-methyl, 5-n-butyl, and 5-n-amyl are linear. We conclude that the deacylation of the furoyl derivatives of alpha-chymotrypsin involves a minimum of two elementary reaction steps. Depending upon the reaction conditions, rate enhancement specificity appears to be either entropy or enthalpy controlled.