396311
Vinylphosphonic acid
97%
Synonym(s):
p -Ethenylphosphonic acid
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About This Item
Linear Formula:
CH2=CHP(O)(OH)2
CAS Number:
Molecular Weight:
108.03
Beilstein:
1741622
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Assay
97%
mp
36 °C (Lit. dry VPA) (lit.)
density
1.37 g/mL at 20 °C (lit.)
SMILES string
OP(O)(=O)C=C
InChI
1S/C2H5O3P/c1-2-6(3,4)5/h2H,1H2,(H2,3,4,5)
InChI key
ZTWTYVWXUKTLCP-UHFFFAOYSA-N
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General description
Vinylphosphonic acid (VPA) is an organophosphorus compound that is used in the surface treatment of metal substrates. It can be used in the preparation of poly(VPA) by radical polymerization in the presence of initiator systems and chain transfer agents. PVPA tends to have an electrolytic nature, which is useful for a variety of energy based applications.
Application
VPA based homopolymers and copolymers find usage in corrosion treatment, fuel cells, dental cement, drug delivery, and bio-mimicry.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Met. Corr. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 1
Flash Point(F)
235.4 °F
Flash Point(C)
113 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Phosphorus compounds, organic
Svara J, et al.
Ullmann's Encyclopedia of Industrial Chemistry (2000)
in situ thermal gelation of water-soluble poly (N-isopropylacrylamide-co-vinylphosphonic acid)
Eom GT, et al.
Journal of Applied Polymer Science, 70(10), 1947-1953 (1998)
Rebecca E Dey et al.
Journal of biomedical materials research. Part A, 106(1), 255-264 (2017-09-12)
There is a clinical need for a synthetic bone graft substitute that can be used at sites of surgical intervention to promote bone regeneration. Poly(vinylphosphonic acid-co-acrylic acid) (PVPA-co-AA) has recently been identified as a potential candidate for use in bone
S Mai et al.
Journal of dental research, 89(4), 405-410 (2010-02-23)
Biomimetic remineralization is potentially useful for the remineralization of incompletely resin-infiltrated collagen matrices created by etch-and-rinse adhesives. In this study, we tested the hypothesis that structurally altered dentin collagen cannot be remineralized to the same hierarchical order and dimension seen
Pradeep Cheruku et al.
Journal of the American Chemical Society, 131(23), 8285-8289 (2009-05-26)
Diphenylvinylphosphine oxides and di- and trisubstituted vinylphosphonates have been employed as substrates in iridium-catalyzed asymmetric hydrogenations. Complete conversions and excellent enantioselectivities (up to and above 99% ee) were observed for a range of substrates with both aromatic and aliphatic groups
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