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525855

Sigma-Aldrich

Diethyl allyl phosphate

98%

Synonym(s):

Allyl ethyl phosphate, Diethyl 2-propen-1-yl phosphate

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About This Item

Linear Formula:
H2C=CHCH2OP(O)(OC2H5)2
CAS Number:
3066-75-9
Molecular Weight:
194.17
MDL number:
MFCD02683550
UNSPSC Code:
12352100
PubChem Substance ID:
24874513
NACRES:
NA.22

Quality Level

100

Assay

98%

refractive index

n20/D 1.422 (lit.)

bp

45-46 °C (lit.)

density

1.09 g/mL at 25 °C (lit.)

SMILES string

CCOP(=O)(OCC)OCC=C

InChI

1S/C7H15O4P/c1-4-7-11-12(8,9-5-2)10-6-3/h4H,1,5-7H2,2-3H3

InChI key

GZNJJEODYYLYSA-UHFFFAOYSA-N

General description

Diethyl allyl phosphate can be prepared by reacting ethanol and POCl3.It can undergo free radical polymerization to form a flame retardant polymer, poly DEAP

Application

DEAP may be used as a flame retardant additive in the preparation of rubber wood/polymer composite. It can also be used for the stereoselective synthesis of cis- or trans-3-vinyl-β-lactam compounds and also for the fabrication of amphoteric surfaces on silicone substrates.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Carbonylative [2+ 2] cycloaddition for the construction of ?-lactam skeleton with palladium catalyst.
Torii S, et al.
Tetrahedron Letters, 34(41), 6553-6556 (1993)
Modification of rubber wood with styrene in combination with diethyl allyl phosphate as the flame-retardant agent.
Devi RR, et al.
Journal of Applied Polymer Science, 105(5), 2461-2467 (2007)
A new polymeric flame retardant additive for vinyl polymers.
Sundarrajan S, et al.
Indian J. Chem. A, 40(1), 41-45 (2001)
Ebru Akdoğan et al.
Colloids and surfaces. B, Biointerfaces, 89, 289-294 (2011-10-04)
Amphoteric surfaces were generated on silicone substrates via plasma polymerization technique using a single monomer; diethyl allyl phosphate (DAP). Surface characterization was performed by the means of contact angle titration and Fourier transform infrared (FTIR) spectroscopy. The surface of silicone

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