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Key Documents

155411

Sigma-Aldrich

Tetraethyl pyrophosphite

96%

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About This Item

Linear Formula:
(C2H5O)2POP(OC2H5)2
CAS Number:
Molecular Weight:
258.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

refractive index

n20/D 1.434 (lit.)

bp

79-81 °C/1 mmHg (lit.)

density

1.057 g/mL at 25 °C (lit.)

SMILES string

CCOP(OCC)OP(OCC)OCC

InChI

1S/C8H20O5P2/c1-5-9-14(10-6-2)13-15(11-7-3)12-8-4/h5-8H2,1-4H3

InChI key

RDXABLXNTVBVML-UHFFFAOYSA-N

Application

Tetraethyl pyrophosphite was used in the preparation of diethyl fluorophosphonites.
The product can be used as a reagent for peptide synthesis.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Scot D. Pedersen et al.
The Journal of organic chemistry, 61(23), 8024-8031 (1996-11-15)
Three novel perfluorovinyl ethers containing phosphonate ester groups, diethyl 1,1,2,2,3,3,5,6,6-nonafluoro-4-oxa-5-hexenylphosphonate, (EtO)(2)P(O)(CF(2))(3)OCF=CF(2) (1), diethyl 1,1,2,2,4,5,5-heptafluoro-3-oxa-4-pentenylphosphonate, (EtO)(2)P(O)(CF(2))(2)OCF=CF(2) (2), and diethyl 1,1,2,2,4,5,5,7,8,8-decafluoro-4-trifluoromethyl-3,6-dioxa-7-octenylphosphonate, CF(2)=CFOCF(2)CF(CF(3))O(CF(2))(2)P(O)(OEt)(2) (3), have been synthesized. Perfluorovinyl ethers 1 and 2 were synthesized from methyl 4-trifluoroethenoxy-2,2,3,3,4,4-hexafluorobutanoate and methyl 3-trifluoroethenoxy-2,2,3,3-tetrafluoropropanoate, respectively, while perfluorovinyl

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