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95020

Sigma-Aldrich

Dimethyl vinylphosphonate

≥95% (GC)

Synonym(s):

1-Dimethoxyphosphorylethene, Dimethyl ethenylphosphonate, Vinyl dimethylphosphonate, Vinyl(dimethoxy)oxophosphine, Vinylphosphonic acid dimethyl ester

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About This Item

Linear Formula:
CH2=CHPO(OCH3)2
CAS Number:
4645-32-3
Molecular Weight:
136.09
Beilstein:
1748827
EC Number:
225-076-4
MDL number:
MFCD00015488
UNSPSC Code:
12352100
PubChem Substance ID:
57653648
NACRES:
NA.22

Quality Level

100

Assay

≥95% (GC)

form

liquid

refractive index

n20/D 1.430-1.435

bp

197-202 °C (lit.)

density

1.146 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

COP(=O)(OC)C=C

InChI

1S/C4H9O3P/c1-4-8(5,6-2)7-3/h4H,1H2,2-3H3

InChI key

CQCXMYUCNSJSKG-UHFFFAOYSA-N

Application

  • Improving the Corrosion Resistance of Lead in H2SO4 by Addition of Phosphoric and Phosphonic Compounds: This study discusses how Dimethyl Vinylphosphonate enhances lead grid batteries′ corrosion resistance (S Khatbi et al., 2016).
  • Relay Cross Metathesis Reactions of Vinylphosphonates: This publication highlights the reaction of Dimethyl Vinylphosphonate with neat methylimidazole, showcasing a potential route for producing valuable organic salts (RK Malla et al., 2014).
  • Enhanced Flame Retardance of Polyacrylonitrile with Dimethyl Vinylphosphonate: Focuses on improving the flame retardancy of textiles, adding significant value in material safety applications (X Dong et al., 2021).

Other Notes

Vinylphosphonates are versatile reagents undergoing Michael addition giving alkyl phosphonates; synthesis of aziridine-2-phosphonates, useful for preparing α-amino phosphonates

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBW7063
1422769V
1422769
444815/1
1297235

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J. Zygmunt
Tetrahedron, 41, 4979-4979 (1985)
N. Minova et al.
Bulletin of the Chemical Society of Japan, 60, 1761-1761 (1987)
F. Nicotra et al.
Journal of the Chemical Society. Chemical Communications, 5-5 (1984)
S. Mirza et al.
Helvetica Chimica Acta, 67, 1562-1562 (1984)
Amir Shafiee Kisomi et al.
Ultrasonics sonochemistry, 44, 129-136 (2018-04-24)
In this research, a novel Sn(II)-imprinted poly(dimethyl vinylphosphonate) nanopowder (Sn(II)-IPDMVPN) was prepared using Sn2+, dimethyl vinylphosphonate, azobis isobutyronitril and ethylene glycol dimethacrylate as the template, ligand, initiator and cross linker, respectively. The non-imprinted poly(dimethyl vinylphosphonate) nanopowder (NIPDMVPN) was also synthesized

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