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P29006

Sigma-Aldrich

Phenylphosphonic acid

98%

Synonym(s):

Benzene phosphonic acid

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About This Item

Linear Formula:
C6H5P(O)(OH)2
CAS Number:
1571-33-1
Molecular Weight:
158.09
Beilstein:
2245168
EC Number:
216-388-1
MDL number:
MFCD00002136
UNSPSC Code:
12352300
PubChem Substance ID:
24898371
NACRES:
NA.23

Assay

98%

form

crystals

mp

162-164 °C (lit.)

SMILES string

OP(O)(=O)c1ccccc1

InChI

1S/C6H7O3P/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H2,7,8,9)

InChI key

QLZHNIAADXEJJP-UHFFFAOYSA-N

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Application

Additive used with Noyori's catalyst for oxidation of sulfides to sulfones.

Noyori Oxidation (Sodium Tungstate Dihydrate, Hydrogen Peroxide, Methyltri-n-octylammonium Hydrogen Sulfate, Phosphonic Acid)
Self assembled monolayers (SAMs)of phenylphosphonic acid may be used to make the interface between organic semiconductors and transparent conductive oxides. The acid may be used to functionalize titania particles. Additive used with Noyorι¢s catalyst for greener oxidation of sulfides to sulfones.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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A M Botelho do Rego et al.
Langmuir : the ACS journal of surfaces and colloids, 21(19), 8765-8773 (2005-09-07)
The adsorption of phenylphosphonic acid (PPA) on GaAs (100) surfaces from solutions in acetonitrile/water mixtures was studied using Fourier transform infrared spectroscopy in attenuated total reflection in multiple internal reflections (ATR/MIR), X-ray photoelectron spectroscopy (XPS), high-resolution electron energy loss spectroscopy
David R Edwards et al.
Organic & biomolecular chemistry, 8(4), 822-827 (2010-02-06)
To address the question of concerted versus a stepwise reaction mechanisms for the cyclization of the 2-hydroxypropyl aryl and alkyl RNA models (1a-k) promoted by dinuclear Zn(II) complex (4) at (s)spH 9.8 and 25 degrees C, the non-cleavable O-hydroxypropyl phenylphosphonate
Jie-Mao Wang et al.
Polymers, 12(9) (2020-09-03)
The enhancement of the ultraviolet (UV) photodegradation resistance of biodegradable polymers can improve their application efficacy in a natural environment. In this study, the hexadecylamine modified layered zinc phenylphosphonate (m-PPZn) was used as a UV protection additive for poly(butylene adipate-co-terephthalate)
Justin L Ford et al.
Helicobacter, 12(6), 609-615 (2007-11-16)
Helicobacter pylori can utilize phenylphosphonate as a sole source of phosphorus, and it is able to transport the phosphonate N-phosphonoacetyl-L-aspartate. However, H. pylori does not have any genes homologous to those of the known pathways for phosphonate degradation in bacteria
Important reaction parameters in the synthesis of phenylphosphonic acid functionalized titania particles by reactive milling.
Betke A and Kickelbick G
New. J. Chem., 38(3), 1264-1270 (2014)
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