126202-23-1

Basic information

• Product Name: 2,3,5-Ttrifluorobenzaldehyde
• Synonyms: 2,3,5-TTRIFLUOROBENZALDEHYDE;2,3,5-TRIFLUOROBENZALDEHYDE;2,3,5-Trilfuorobenzaldehyde;Benzaldehyde, 2,3,5-trifluoro- (9CI);2,3,5-Trifluorobenzaldehyde 98%;2,3,5-Trifluorobenzaldehyde98%;2,3,5-trifluorobenzadehyde;2,3,5-Trifluorobenzaldehyde,97%
• CAS NO: 126202-23-1
• Molecular Formula: C₇H₃F₃O
• Molecular Weight: 160.09
• Product Categories: ALDEHYDE;HALIDE;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Aldehydes;C7;Carbonyl Compounds
• Mol File: 126202-23-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 165 °C(lit.)
• Flash Point: 136 °F
• Appearance: Light yellow powder
• Density: 1.407 g/mL at 25 °C(lit.)
• Vapor Pressure: 39.6mmHg at 25°C
• Refractive Index: n20/D 1.478(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive: Air Sensitive
• BRN: 9190838
• CAS DataBase Reference: 2,3,5-Ttrifluorobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-Ttrifluorobenzaldehyde(126202-23-1)
• EPA Substance Registry System: 2,3,5-Ttrifluorobenzaldehyde(126202-23-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 1
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 126202-23-1(Hazardous Substances Data)

Usage

Description

2,3,5-Ttrifluorobenzaldehyde is an organic compound characterized by the presence of three fluorine atoms at the 2nd, 3rd, and 5th positions of a benzene ring, with an aldehyde functional group attached to the benzene ring. It has a unique chemical structure that contributes to its specific properties and potential applications.

Uses

Used in Pharmaceutical Industry:
2,3,5-Ttrifluorobenzaldehyde is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential applications in treating different medical conditions.
Used in Chemical Synthesis:
In the field of organic chemistry, 2,3,5-Ttrifluorobenzaldehyde serves as a key building block for the creation of more complex molecules. Its reactivity and structural features make it a valuable component in the synthesis of various organic compounds, including specialty chemicals and advanced materials.
Used in Material Science:
The unique properties of 2,3,5-Ttrifluorobenzaldehyde, such as its enthalpy of vaporization at boiling point (438.15K) being 37.975 kJ/mol, make it a candidate for use in the development of new materials with specific thermal and chemical characteristics. These materials could have applications in various industries, including electronics, aerospace, and automotive.
Used in Research and Development:
Due to its unique chemical structure and properties, 2,3,5-Ttrifluorobenzaldehyde is also utilized in research and development settings. It can be employed as a model compound to study various chemical reactions and processes, contributing to the advancement of scientific knowledge and the discovery of new applications.

InChI:InChI=1/C3HCl2F3O.H2O/c4-2(5)1(9)3(6,7)8;/h2H;1H2

Upstream product

• 617-86-7 triethylsilane 
• 16583-06-5 2,3,4,5-tetrafluorobenzaldehyde 

Downstream Products

• 5928-66-5 (R)-benzoin 
• 1024610-96-5 1-(1H-benzoimidazol-5-yl)-3-hydroxy-4-phenyl-5-(2,3,5-trifluorophenyl)-1,5-dihydropyrrol-2-one 
• 1076206-19-3 2-[[(2,3,5-trifluorophenyl)methyl]amino]ethanol 
• 1076206-57-9 2-[(2,3,5-trifluorophenyl)methyl]-2,5-diazabicyclo[2.2.2]octane 
• 1076205-98-5 4-[(2,3,5-trifluorophenyl)methyl]piperazine-1-carboxylic acid 1,1-dimethylethyl ester 
• 1172612-97-3 5-(2,3,5-triluorophenyl)-1,3-dimethyl-5,11-dihydro-1H-indeno-[2',1':5,6]pyrido[2,3-d]pyrimidine-2,3,6-trione 
• 1217485-79-4 2,3,5-trifluoro-benzaldehyde oxime 
• 1400537-88-3 ethyl 2-[(1H-benzo[d]imidazol-5-yl)[2,3,5-trifluorophenyl({2-[(methoxycarbonyl)oxy]-2-methylpropyl}carbamoyl)methyl]carbamoyl]acetate 
• 1417648-01-1 C₂₃H₂₂F₃N₃O₃ 
• 1417648-15-7 C₂₆H₂₃F₃N₂O₅ 
• 1426076-52-9 (E)-1-[(3β)-3-(acetyloxy)-androst-5-en-17-yl]-3-(2,3,5-trifluorophenyl)-2-propen-1-one 

Relevant articles and documents

π-π Interaction assisted hydrodefluorination of perfluoroarenes by gold hydride: A case of synergistic effect on C-F bond activation

Synergistic effect is prevalent in natural metalloenzymes in activating small molecules, and the success has inspired the development of artificial catalysts capable of unprecedented organic transformations. In this work, we found that the attractive π-π interaction between organic additives (as electron-donors) and the perfluorinated arenes (as electron acceptors) is effective in gold hydride catalyzed activation of C-F bonds, specifically hydrodefluorination (HDF) of perfluoroarenes catalyzed by the Sadighi's gold hydrides [(NHC)AuH] (NHC = N-heterocyclic carbene). Although a weak interaction between [(NHC)AuH] and perfluoroarenes was observed from 1H NMR and UV-vis spectroscopies, low reactivity of [(NHC)AuH] toward HDF was found. In contrast, in the presence of p-N,N-dimethylaminopyridine (DMAP), the HDF of perfluoroarenes with silanes can be efficiently catalyzed by [(NHC)AuH], resulting in mainly the para-hydrodefluorinated products with up to 90% yield and 9 turnovers. The yield of the reaction increases with the more electron-withdrawing groups and degree of fluorination on the arenes, and the HDF reaction also tolerates different function groups (such as formyl, alkynyl, ketone, ester, and carboxylate groups), without reduction or hydrogenation of these function groups. To reveal the role of DMAP in the reactions, the possible π-π interaction between DMAP and perfluoroarenes was suggested by UV-vis spectral titrations, 1H NMR spectroscopic studies, and DFT calculations. Moreover, 1H and 19F-NMR studies show that this π-π interaction promotes hydrogen transfer from [(NHC)AuH] to pyridyl N atom, resulting in C-F bond cleavage. The interpretation of π-π interaction assisted C-F activation is supported by the reduced activation barriers in the presence of DMAP (31.6 kcal/mol) than that in the absence of DMAP (40.8 kcal/mol) for this reaction. An analysis of the charge distribution and transition state geometries indicate that this HDF process is controlled by the π-π interaction between DMAP and perfluoroarenes, accompanied with the changes of partial atomic charges.