ChemicalBook > Product Catalog >Chemical Reagents >Organic reagents >Phosphonate / phosphonate >BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Structure
CAS No.
88738-78-7
Chemical Name:
BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE
Synonyms
NSC 634137;METHYL BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE;BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL);METHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE;METHYL P,P-BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE;METHYL O,O'-BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE;Methyl 2-(bis(2,2,2-trifluoroethoxy)-phosphoryl)acetate;Methyl P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate 95%;Methyl O,O'-bis(2,2,2-trifluoroethyl)phosphonoacetate,90%;BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETIC ACID METHYL ESTER
CBNumber:
CB2475011
Molecular Formula:
C7H9F6O5P
Molecular Weight:
318.11
MOL File:
88738-78-7.mol
MSDS File:
SDS
Modify Date:
2024/8/15 16:23:59

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Properties

Boiling point 246.6±40.0 °C(Predicted)
Density 1.504 g/mL at 25 °C (lit.)
refractive index n20/D 1.370(lit.)
Flash point >230 °F
storage temp. Inert atmosphere,Room Temperature
form Liquid
color Clear orange to dark orange-brown
Specific Gravity 1.50
BRN 3594044
InChI InChI=1S/C7H9F6O5P/c1-16-5(14)2-19(15,17-3-6(8,9)10)18-4-7(11,12)13/h2-4H2,1H3
InChIKey PVSJXEDBEXYLML-UHFFFAOYSA-N
SMILES C(OC)(=O)CP(OCC(F)(F)F)(OCC(F)(F)F)=O
CAS DataBase Reference 88738-78-7(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
10
Hazard Note  Irritant
HS Code  29319090
NFPA 704
1
2 0

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 274259 Methyl P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate 95% 88738-78-7 5G ₹18070 2022-06-14 Buy
TCI Chemicals (India) B1714 Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate min. 95.0 % 88738-78-7 1G ₹4400 2022-05-26 Buy
TCI Chemicals (India) B1714 Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate min. 95.0 % 88738-78-7 5G ₹12900 2022-05-26 Buy
TCI Chemicals (India) B1714 Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate min. 95.0 % 88738-78-7 25G ₹44900 2022-05-26 Buy
Product number Packaging Price Buy
274259 5G ₹18070 Buy
B1714 1G ₹4400 Buy
B1714 5G ₹12900 Buy
B1714 25G ₹44900 Buy

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Chemical Properties,Uses,Production

Chemical Properties

clear orange to dark orange-brown liquid

Uses

Methyl?P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate can be used:

  • In one of the key synthetic steps for the preparation of?trans-hydrindanes and (R)-(+)-umbelactone.
  • To prepare a cis-olefinic ester derivative by Still–Gennari olefination of an aldehyde derivative using 18-crown ether and potassium bis(trimethylsilyl)amide (KHMDS).
  • In the synthesis of (?)-(6S,2′S)-epi?cryptocaryalactone.

Synthesis

The synthesis method of Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl) phosphonate is as follows: To a stirred solution of dried 18-crown-6 (4.53 g, 17.14 mmol), THF (20 mL), and Bis(2,2,2-trifluoroethyl) Phosphite (0.70 mL, 1.29 mmol), was added KHMDS (9.0 mL, 4.50 mmol, 0.5M in toluene) by syringe in a dropwise manner at -78 ℃. After 15 min, methyl chloroacetate (0.30 mL, 3.41 mmol) was added and the reaction mixture was allowed to stir for 4 hr at room temperature. The reaction mixture was diluted with EtOAc (20 mL) and then quenched with sat. ammonium chloride (50 mL). The aqueous layer was extracted with EtOAc (3 x 30 mL). The combined organic extracts were dried under anhydrous magnesium sulfate. Following filtration, the solvents were removed in vacuo. The crude product was then purified by flash column chromatography (33% EtOAc in hexanes, Rf = 0.22 in 33% EtOAc in hexanes) yielding Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate (766 mg, 2.41 mmol, 70.3%) as a yellow syrup.

Global( 131)Suppliers
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A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
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BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETIC ACID METHYL ESTER METHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE METHYL BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE METHYL O,O'-BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE METHYL P,P-BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE Bis(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 95% Bis(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate95% Methyl p,p-bis(2,2,2trifluoroethyl)-phosphonoacetate, min. 90 % (2-Methoxy-2-oxoethyl)phosphonic acid bis(2,2,2-trifluoroethyl) ester (Methoxycarbonyl)methylphosphonic acid bis(2,2,2-trifluoroethyl) ester [Bis(2,2,2-trifluoroethoxy)phosphinyl]acetic acid methyl ester Methyl O,O'-bis(2,2,2-trifluoroethyl)phosphonoacetate,90% Bis(2,2,2-trifluoroethyl)phosphonoacetic Acid Methyl Ester Methyl [Bis(2,2,2-trifluoroethoxy)phosphinyl]acetate Methyl Bis(2,2,2-trifluoroethyl)phosphonoacetate Methyl 2-(bis(2,2,2-trifluoroethoxy)-phosphoryl)acetate Methyl [bis(2,2,2-trifluoroethoxy)phosphoryl]acetate, Methyl bis(2,2,2-trifluoroethyl)phosphonoacetate Methyl P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate 95% NSC 634137 BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL) 4,4,4-trifluoro-2-phosphonato-2-(2,2,2-trifluoroethyl)butanoic acid methyl ester Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate > Acetic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester 88738-78-7 CH3O2CCH2POOCH2CF32 C7H9F6O5P Wittig & Horner-Emmons Reaction Horner-Emmons Reaction Olefination Horner-Wadsworth-Emmons Reagents Synthetic Reagents C-C Bond Formation Small molecule Horner-Emmons Reaction Synthetic Organic Chemistry Wittig & Horner-Emmons Reaction