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Key Documents

D91705

Sigma-Aldrich

Diethyl cyanomethylphosphonate

98%

Synonym(s):

(Diethylphosphono)acetonitrile, Cyanomethylphosphonic acid diethyl ester

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About This Item

Linear Formula:
NCCH2PO(OC2H5)2
CAS Number:
Molecular Weight:
177.14
Beilstein/REAXYS Number:
1772981
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.434 (lit.)

bp

101-102 °C/0.4 mmHg (lit.)

density

1.095 g/mL at 25 °C (lit.)

SMILES string

CCOP(=O)(CC#N)OCC

InChI

1S/C6H12NO3P/c1-3-9-11(8,6-5-7)10-4-2/h3-4,6H2,1-2H3

InChI key

KWMBADTWRIGGGG-UHFFFAOYSA-N

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General description

Diethyl cyanomethylphosphonate is used as a reagent in horner wadsworth emmons olefination reaction.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Synthesis of Penta-2, 4-dienenitriles by the Horner--Wadsworth--Emmons Olefination of Enones
Carlos B E et al.
Synthesis, 49, 5131-5142 (2017)

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