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270954

Sigma-Aldrich

Tris(2,2,2-trifluoroethyl) phosphite

99%

Sinonimo/i:

Tris(2,2,2-trifluoroethoxy)phosphine

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About This Item

Formula condensata:
(CF3CH2O)3P
Numero CAS:
370-69-4
Peso molecolare:
328.07
Beilstein:
1714041
Numero MDL:
MFCD00009902
Codice UNSPSC:
12352100
ID PubChem:
24856417
NACRES:
NA.22

Livello qualitativo

100

Saggio

99%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.324 (lit.)

P. eboll.

130-131 °C/743 mmHg (lit.)

Densità

1.487 g/mL at 25 °C (lit.)

Stringa SMILE

FC(F)(F)COP(OCC(F)(F)F)OCC(F)(F)F

InChI

1S/C6H6F9O3P/c7-4(8,9)1-16-19(17-2-5(10,11)12)18-3-6(13,14)15/h1-3H2
CBIQXUBDNNXYJM-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

Tris(2,2,2-trifluoroethyl) phosphite is an organophosphorus compound that is used as a ligand in organometallic chemistry to enhance labialization in metal clusters and as a substitutional equivalent for carbon monoxide. It is also used as an electrolyte additive to improve the electrochemical performance and as a co-solvent for nonflammable electrolytes in Li-ion batteries.

Applicazioni

Tris(2,2,2-trifluoroethyl) phosphite was used in the synthesis of N-methoxy-N-methyl bis(2,2,2-trifluoroethyl)phosphonamide via the Arbuzov reaction with 2-bromo-N-methoxy-N-methylacetamide.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
MKCQ7893
MKCP8721
MKCL3409
MKCF1081
MKBZ3154V

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Jiulin Wang et al.
Angewandte Chemie (International ed. in English), 53(38), 10099-10104 (2014-07-26)
Of the various beyond-lithium-ion batteries, lithium-sulfur (Li-S) batteries were recently reported as possibly being the closest to market. However, its theoretically high energy density makes it potentially hazardous under conditions of abuse. Therefore, addressing the safety issues of Li-S cells
Samuel Fortin et al.
The Journal of organic chemistry, 67(15), 5437-5439 (2002-07-20)
The N-methoxy-N-methyl bis(2,2,2-trifluoroethyl)phosphonamide was easily obtained via the Arbuzov reaction with use of commercially available tris(2,2,2-trifluoroethyl)phosphite, 2-bromo-N-methoxy-N-methylacetamide, and KF/alumina. The reaction of bis(2,2,2-trifluoroethyl)phosphonate with several aldehydes demonstrates the versatility of the method, which gives Z-unsaturated amides in good yields.
Krzysztof Matyjaszewski et al.
Molecules (Basel, Switzerland), 26(2) (2021-01-14)
N-alkyl phosphoranimines were synthesized via the Staudinger reaction of four different alkyl azides with tris(2,2,2-trifluoroethyl) phosphite. N-adamantyl, N-benzyl, N-t-butyl, and N-trityl phosphoranimines were thoroughly characterized and evaluated as chain-capping compounds in the anionic polymerization of P-tris(2,2,2-trifluoroethoxy)-N-trimethylsilyl phosphoranimine monomer. All four

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