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Merck

565415

Diethyl allylphosphonate

98%

Synonym(s):

2-Propenyl-phosphonic acid diethyl ester

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About This Item

Linear Formula:
CH2=CHCH2P(O)(OC2H5)2
CAS Number:
1067-87-4
Molecular Weight:
178.17
NACRES:
NA.22
PubChem Substance ID:
24880237
UNSPSC Code:
12352108
MDL number:
MFCD00015134

Product Name

Diethyl allylphosphonate, 98%

InChI

1S/C7H15O3P/c1-4-7-11(8,9-5-2)10-6-3/h4H,1,5-7H2,2-3H3

SMILES string

CCOP(=O)(CC=C)OCC

InChI key

YPJHXRAHMUKXAE-UHFFFAOYSA-N

assay

98%

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.4340 (lit.)

bp

46 °C/0.35 mmHg (lit.)

bulk density

1.022 g/mL

functional group

phosphonate

Quality Level

100

Related Categories

Application

Reactant for:
  • Copolymerization of phosphonated allyl monomers and maleic anhydride
  • Enantioselective synthesis of solamin type mono-THF acetogenins
  • RCM reaction yielding oxaphospholene and oxaphosphinene heterocycles
  • Synthesis of spongistatin 2 using Wittig coupling
  • Stereoselective synthesis of pentacyclic furanosteroids
  • Preparation of protected polyhydroxylated β -amino acid constitutents of microsclerodermins

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX2571
MKCV2818
MKCC7247
MKBP5245V
MKBJ2122V

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Elizabeth I Parkinson et al.
Nature chemical biology, 15(11), 1049-1056 (2019-08-28)
Fosmidomycin and related molecules comprise a family of phosphonate natural products with potent antibacterial, antimalarial and herbicidal activities. To understand the biosynthesis of these compounds, we characterized the fosmidomycin producer, Streptomyces lavendulae, using biochemical and genetic approaches. We were unable

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