31717-19-8

Basic information

• Product Name: N-(2,4-dinitrophenyl)-2,2,2-trifluoroethylamine
• Synonyms: N-(2,4-dinitrophenyl)-2,2,2-trifluoroethylamine
• CAS NO: 31717-19-8
• Molecular Weight: 265.149
• Mol File: 31717-19-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-(2,4-dinitrophenyl)-2,2,2-trifluoroethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,4-dinitrophenyl)-2,2,2-trifluoroethylamine(31717-19-8)
• EPA Substance Registry System: N-(2,4-dinitrophenyl)-2,2,2-trifluoroethylamine(31717-19-8)

Safety Data

• Hazardous Substances Data: 31717-19-8(Hazardous Substances Data)

Upstream product

• 753-90-2 trifluoroethylamine 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 156840-00-5 2,4-dinitrophenyl 4-nitrobenzenesulfonate 
• 154853-46-0 2,4-dinitrophenyl 4-methoxybenzenesulfonate 
• 5813-64-9 2.2-dimethylpropylamine 

Relevant articles and documents

Synthesis and crystal structure of trifluoromethyl-containing bendamustine hydrochloride

A simple strategy to afford trifluoromethyl-containing bendamustine hydrochloride in 34% overall via nine simple steps including substitution, selective reduction, N-acylation, cyclization, esterification, nitro-reduction, N-dihydroxyethylation, chlorinat

Effect of substituent on regioselectivity and reaction mechanism in aminolysis of 2,4-dinitrophenyl X-substituted benzenesulfonates

(Chemical Equation Presented) We report on a kinetic study for the nucleophilic substitution reactions of 2,4-dinitrophenyl X-substituted benzensulfonates (X = 4-MeO, 1a, and X = 4-NO2, 1c) with a series of primary amines in 80 mol % H2O/20 mol % DMSO at 25.0 °C. The reactions proceed through S-O and C-O bond fission pathways competitively. The fraction of the S-O bond fission increases as the attaching amine becomes more basic and the substituent X changes from 4-MeO to 4-NO2, indicating that the regioselectivity is governed by the electronic nature of the substituent X as well as the basicity of amines. The S-O bond fission has been suggested to proceed through an addition intermediate with a change in the rate-determining step (RDS) at pK°a = 8.9 ± 0.1. The electronic nature of the substituent X influences kNS-O and k1 values, but not the k2/k-1 ratios and the pK°a value significantly. Stabilization of the ground state (GS) through resonance interaction between the electron-donating substituent and the electrophilic center has been suggested to be responsible for the decreased reactivity of 1a compared to 1c. The second-order rate constants for the C-O bond fission exhibit no correlation with the electronic nature of the substituent X. The distance effect and the nature of the reaction mechanism have been suggested to be responsible for the absence of the correlation.