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Key Documents

551163

Sigma-Aldrich

Diethyl (2-cyanoethyl)phosphonate

95%

Synonym(s):

(2-Cyanoethyl)-phosphonic acid diethyl ester, 3-(Diethylphosphono)propionitrile, NSC 43781, NSC 74863

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About This Item

Linear Formula:
NC(CH2)2P(O)(OC2H5)2
CAS Number:
Molecular Weight:
191.16
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

assay

95%

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.4380 (lit.)

bp

110 °C/0.1 mmHg (lit.)

density

1.08 g/mL at 25 °C (lit.)

SMILES string

CCOP(=O)(CCC#N)OCC

InChI

1S/C7H14NO3P/c1-3-10-12(9,11-4-2)7-5-6-8/h3-5,7H2,1-2H3

InChI key

LDOZIDLMPNCNDI-UHFFFAOYSA-N

Application

Reactant for:
  • Heteroatom-directed alkyl cyanation of alkynes
  • Use as a fluorescent substrate for carbon-phosphorous lyase
  • Microwave-assisted cleavage of phosphate, phosphonate, and phorphoramide esters
  • Amination and stereoselective olefination for synthesis of HIV-1 antivirals


Reactant for synthesis of:
  • Base-catalyzed stereospecific anti-Markovnikov addition reactants
  • Lipophilic oxoamides with activity against phospholipase A2
  • Triose phosphate isomerase of muscle inhibitors

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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