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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
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Quality Level

200

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.[1] The acid may be used to functionalize titania particles.[2] 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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM8316
MKCM0595
MKCJ5393
MKBD2147V
MKBT8259V

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K Hendrich et al.
Journal of magnetic resonance. Series B, 105(3), 225-232 (1994-11-01)
Spatial localization with the spectroscopic imaging technique is normally implemented with the Fourier-transform approach, yielding rectangular voxels, with potentially significant cross-voxel contamination. Multidimensional Fourier-series window (FSW) is an alternate approach that generates single voxels of predetermined shape, with minimal out-of-voxel
Zhaohui Cui et al.
Langmuir : the ACS journal of surfaces and colloids, 26(1), 179-182 (2009-08-04)
The in situ crystallization technique has been utilized to fabricate zirconium phenylphosphonate (ZrPP) films with their hexagonal crystallite perpendicular to the copper substrate. The micro/nano roughness surface structure, as well as the intrinsic hydrophobic characteristic of the surface functional groups
Christel Gervais et al.
Magnetic resonance in chemistry : MRC, 42(5), 445-452 (2004-04-20)
1H, 13C, 17O and 31P NMR parameters, including chemical shift tensors and quadrupolar parameters for 17O, were calculated for phenylphosphonic acid, C6H5PO(OH)2, under periodic boundary conditions. The results are in very good agreement with experimental data and permit the unambiguous
Jannie P Wijnen et al.
PloS one, 9(7), e102256-e102256 (2014-07-19)
To assess the ability of a polarization transfer (PT) magnetic resonance spectroscopy (MRS) technique to improve the detection of the individual phospholipid metabolites phosphocholine (PC), phosphoethanolamine (PE), glycerophosphocholine (GPC), and glycerophosphoethanolamine (GPE) in vivo in breast tumor xenografts. The adiabatic
Pengju Pan et al.
ACS applied materials & interfaces, 1(2), 402-411 (2009-02-25)
Layered metal phosphonate, zinc phenylphosphonate (PPZn), reinforced poly(L-lactide) (PLLA) composites were fabricated by a melt-mixing technique. The nonisothermal and isothermal crystallization, melting behavior, spherulite morphology, crystalline structure, and static and dynamic mechanical properties of the PLLA/PPZn composites were investigated. PPZn
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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