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405701

Sigma-Aldrich

Allyl P,P-diethylphosphonoacetate

97%

Synonym(s):

Phosphonoacetic acid P,P-diethyl allyl ester

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About This Item

Linear Formula:
(C2H5O)2P(O)CH2COOCH2CH=CH2
CAS Number:
Molecular Weight:
236.20
Beilstein/REAXYS Number:
1788582
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.445 (lit.)

bp

157-158 °C/10 mmHg (lit.)

density

1.12 g/mL at 25 °C (lit.)

SMILES string

CCOP(=O)(CC(=O)OCC=C)OCC

InChI

1S/C9H17O5P/c1-4-7-12-9(10)8-15(11,13-5-2)14-6-3/h4H,1,5-8H2,2-3H3

InChI key

USZLAMOPIWNLPH-UHFFFAOYSA-N

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application

Reactant for:
  • Horner-Wadsworth-Emmons reaction
  • Preparation of phosphonate-functionalized cyclopentenones via regioselective Pauson-Khand processes
  • Preparation of salicylihalamide analog saliphenylhalamide as potential vacuolar ATPase inhibitors and anticancer agents
  • Solid-phase synthesis of olefin-containing peptides via Horner-Emmons reaction as inhibitors of HTLV-1 protease
  • Synthesis of fluorescent poly(aromatic amide) dendrimers

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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