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565415

Sigma-Aldrich

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
MDL number:
MFCD00015134
UNSPSC Code:
12352108
PubChem Substance ID:
24880237
NACRES:
NA.22

Quality Level

100

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

SMILES string

CCOP(=O)(CC=C)OCC

InChI

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

InChI key

YPJHXRAHMUKXAE-UHFFFAOYSA-N

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCC7247
MKBP5245V
MKBJ2122V
04511EH
08613HD

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Diethyl 2-bromoethylphosphonate 97%

Sigma-Aldrich

D91152

Diethyl 2-bromoethylphosphonate

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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