757-95-9

Basic information

• Product Name: BIS(2 2 2-TRIFLUOROETHYL)METHYLPHOSPHON&
• Synonyms: BIS(2 2 2-TRIFLUOROETHYL)METHYLPHOSPHON&;BIS(TRIFLUOROETHYL)METHYLPHOSPHONATE, 9&;bis(2,2,2-trifluoroethyl) methylphosphonate;Bis(2,2,2-trifluoroethyl) methylphosphonate 98%;1,1,1-trifluoro-2-[methyl(2,2,2-trifluoroethoxy)phosphoryl]oxyethane
• CAS NO: 757-95-9
• Molecular Formula: C₅H₇F₆O₃P
• Molecular Weight: 260.069
• Product Categories: C-C Bond Formation;Horner-Wadsworth-Emmons Reagents;Olefination
• Mol File: 757-95-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 24-28 °C(lit.)
• Boiling Point: 183-184 °C(lit.)
• Flash Point: 176 °F
• Appearance: /
• Density: 1.439g/cm³
• Vapor Pressure: 2.85mmHg at 25°C
• Refractive Index: n20/D 1.339(lit.)
• CAS DataBase Reference: BIS(2 2 2-TRIFLUOROETHYL)METHYLPHOSPHON&(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(2 2 2-TRIFLUOROETHYL)METHYLPHOSPHON&(757-95-9)
• EPA Substance Registry System: BIS(2 2 2-TRIFLUOROETHYL)METHYLPHOSPHON&(757-95-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 757-95-9(Hazardous Substances Data)

Usage

Uses

Flame-retardant additive for lithium-ion electrolytesUsed as homogenous organic catalytic system and as a catalyst for phosphorylation of polyfluoroalkanolsReactant for: Synthesis of fluorescently labeled discodermolide for studying its binding to tubulinCross metathesis / phosphonate-based intramolecular olefinationOlefination for the synthesis of the anticancer microtubule-stabilizing macrolide, (-)-dictyostatin

InChI:InChI=1/C5H7F6O3P/c1-15(12,13-2-4(6,7)8)14-3-5(9,10)11/h2-3H2,1H3

Upstream product

• 676-97-1 methylphosphonic acid dichloroanhydride 
• 75-89-8 2,2,2-trifluoroethanol 
• 13113-88-7 Dichlormethyl-phosphonsaeure 
• 756-79-6 dimethyl methane phosphonate 
• 92466-70-1 bis(2,2,2-trifluoroethyl)phosphite 
• 74-88-4 methyl iodide 
• 370-69-4 tris(2,2,2-trifluoroethyl)phosphite 
• 134751-06-7 tris(2,2,2-trifluoroethoxy)methylphosphonium triflate 

Downstream Products

• 135690-95-8 Benzyl acetate 
• 334936-14-0 [bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid 2,4-dimethoxy-benzyl ester 
• 1097160-33-2 C₁₉H₂₂F₆IO₆P 
• 1097160-42-3 C₂₀H₂₅F₆O₆P 
• 124755-24-4 ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate 
• 1383610-28-3 tert-butyl 3-(bis(2,2,2-trifluoroethoxy)phosphoryl)-2-oxopropylcarbamate 
• 1345025-43-5 bis(2,2,2-trifluoroethyl) 2-[2,4-bis(methoxymethoxy)phenyl]-2-oxoethylphosphonate 
• 939383-45-6 C₂₀H₂₄F₆IO₆P 
• 312695-84-4 [bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid 7-{3-[6-(2-hydroxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-2-methyl-propyl}-1-[1-(4-methoxy-benzyloxy)-3-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-allyl]-5-methoxymethoxy-octa-3,7-dienyl ester 
• 312695-95-7 [bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid 1-[1-(4-methoxy-benzyloxy)-3-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-allyl]-5-methoxymethoxy-7-{2-methyl-3-[6-(2-oxo-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propyl}-octa-3,7-dienyl ester 

Relevant articles and documents

Correction of Q Factor Effects for Simultaneous Collection of Elemental Analysis and Relaxation Times by Nuclear Magnetic Resonance

A new method for measurement of elemental analysis by nuclear magnetic resonance (NMR) of unknown samples is discussed here as a quick and robust means to measure elemental ratios without the use of internal or external calibration standards. The determination of elemental ratios was done by normalizing the signal intensities by the frequency dependent quality factor (Q) and the gyromagnetic ratios (?) for each measured nucleus. The correction for the frequency dependence was found by characterizing the output signal of the probe as a function of the quality factor (Q) and the frequency, and the correction for γwas discussed in a previous study. A Carr-Purcell-Meiboom-Gill (CPMG) pulse sequence was used for evaluation of the relative signal intensities, which allows for derivation of elemental ratios, and was correspondingly used to simultaneously measure the T2? of samples for an added parameter for more accurate identification of unknown samples.

A Green Process for the Preparation of Bis(2,2,2-trifluoroethyl) Methylphosphonate

Bis(trifluoroethyl) methylphosphonate is the starting material for the synthesis of Jin's reagent. Jin's reagent is widely used for the preparation of (Z)-α,β-unsaturated ketones and is also a valuable potent flame-retardant additive. Preparation of bis(trifluoroethyl) methylphosphonate was investigated by direct transesterification of dimethyl methylphosphonate with 2,2,2-trifluoroethanol (further trifluoroethanol, TFE), being a well-known weak nucleophile, using microwave and flow reactors. Direct transesterification was successful in a continuous flow reactor at 450 °C and 200 bar using a highly diluted reaction mixture. The product, bis(trifluoroethyl) methylphosphonate, was purified by column chromatography, and excess trifluoroethanol was recovered by distillation.

LAULIMALIDE ANALOGS AND USES THEREOF

The present invention provides compounds having formula 1: (I) and pharmaceutically acceptable derivatives thereof, wherein R1-R10, q, t, X0, X1, A, B, D, E, G, J, K, L, M and Z are as described generally and in classes and subclasses herein, and additionally provides pharmaceutical compositions thereof, and methods for the use thereof for the treatment of disorders associated with cellular hyperproliferation.