156748-67-3

Basic information

• Product Name: DIETHYL (2 2 2-TRIFLUORO-1-HYDROXYETHYL&
• Synonyms: DIETHYL (2 2 2-TRIFLUORO-1-HYDROXYETHYL&
• CAS NO: 156748-67-3
• Molecular Formula: C₆H₁₂F₃O₄P
• Molecular Weight: 236.125
• Product Categories: C-C Bond Formation;Horner-Wadsworth-Emmons Reagents;Olefination
• Mol File: 156748-67-3.mol

Chemical Properties

• Melting Point: 59-63 °C(lit.)
• Boiling Point: 259°C at 760 mmHg
• Flash Point: 110.5°C
• Appearance: /
• Density: 1.321g/cm³
• Vapor Pressure: 0.00194mmHg at 25°C
• Refractive Index: 1.387
• PKA: 10.30±0.20(Predicted)
• CAS DataBase Reference: DIETHYL (2 2 2-TRIFLUORO-1-HYDROXYETHYL&(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL (2 2 2-TRIFLUORO-1-HYDROXYETHYL&(156748-67-3)
• EPA Substance Registry System: DIETHYL (2 2 2-TRIFLUORO-1-HYDROXYETHYL&(156748-67-3)

Safety Data

• Hazard Codes: Xn
• Statements: 21/22-36/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 156748-67-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H12F3O4P/c1-3-12-14(11,13-4-2)5(10)6(7,8)9/h5,10H,3-4H2,1-2H3

Upstream product

• 762-04-9 phosphonic acid diethyl ester 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 383-63-1 ethyl trifluoroacetate, 

Relevant articles and documents

Experimental and computational studies on the formation and biological properties of the simplest polyfluoroalkyl phosphonates

A representative set of the simplest dialkyl polyfluoroalkylphosphonates was in silico profiled against their absorption, distribution, metabolism, and excretion with the use of the SwissADME tool. Promising results of the screening led us to attempt to synthesize the title compounds for further biological investigations. Detailed experimental and quantum-theoretical (DFT) investigations were performed to reveal that the studied compounds could not be obtained through the standard Michaelis-Arbuzov or Michaelis-Becker reactions. Kinetic studies showed that trimethyl phosphite undergoes a reaction with 1,1,1-trifluoro-2-iodoethane several orders of magnitude slower than a side reaction. The difficulty was overcome by developing a simple three-step synthesis path that involves only readily available substrates. The newly synthesized substances were tested against several cell lines. The in vitro research revealed that both dimethyl and diethyl (2,2,3,3,3-pentafluoropropyl)phosphonate exhibited toxicity towards glioblastoma cells (U-87 MG) at a considerably lower concentration than known chemotherapeutics. This journal is

The 'in situ' generation of fluorinated aldehydes and consecutive reactions with P- and N-nucleophiles

An optimized method for the generation of fluorinated aldehydes starting from fluorinated carboxylic acid esters is described. The fluorinated aldehydes generated 'in situ' are used to synthesize hitherto unknown fluorinated hydroxyphosphonic acid esters as well as novel fluorinated N-(phenylamino) phosphonic acid esters. The method described here may be used as a 'one-pot synthesis'.

Facile Synthesis of Trifluoromethylated α-Hydroxyphosphonates

A facile synthesis of trifluoromethylated α-hydroxyphosphonates starting from commercially available stable 1-ethoxy-2,2,2-trifluoroethanol under mild conditions in 35-91percent yields is described.