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Sigma-Aldrich

Phosphorous acid

99%

Synonym(s):

Phosphonic acid

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About This Item

Empirical Formula (Hill Notation):
H3O3P
CAS Number:
13598-36-2
Molecular Weight:
82.00
EC Number:
237-066-7
MDL number:
MFCD00137258
UNSPSC Code:
12352106
PubChem Substance ID:
329752161
NACRES:
NA.21

Quality Level

100

Assay

99%

form

crystals or chunks
flakes

solubility

water: soluble

density

1.651 g/mL at 25 °C (lit.)

SMILES string

[H]P(O)(O)=O

InChI

1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)

InChI key

ABLZXFCXXLZCGV-UHFFFAOYSA-N

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General description

Phosphorous acid (or phosphonic acid) is a phosphorus oxoacid commonly used as an intermediate in chemical synthesis for the production of various phosphorus compounds. It is also used as a strong reducing agent in organic synthesis.

Application

Phosphorous acid (H3PO3, orthophosphorous acid) may be used as one of the reaction components for the synthesis of the following:
  • α-aminomethylphosphonic acids via Mannich-Type Multicomponent Reaction
  • 1-aminoalkanephosphonic acids via amidoalkylation followed by hydrolysis
  • N-protected α-aminophosphonic acids (phospho-isosteres of natural amino acids) via amidoalkylation reaction

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H290,H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1A

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Phosphoric acid solution NMR reference standard, 85% in D2O (99.9 atom % D), NMR tube size 4.2 mm × 8 in. , WGS-5BL Coaxial NMR tube

Sigma-Aldrich

612162

Phosphoric acid solution

Phosphoric acid 85 wt. % in H2O, 99.99% trace metals basis

Sigma-Aldrich

345245

Phosphoric acid

Amidoalkylation of phosphorous acid.
Vinyukov AV, et al.
Russ. J. Gen. Chem., 85(2), 366-369 (2015)
Emily B Pentzer et al.
Advanced materials (Deerfield Beach, Fla.), 24(17), 2254-2258 (2012-03-28)
Poly(3-hexyl thiophene) containing chain-end thiols or phosphonic acids is crystallized to yield nanowires with the functional groups at the wire edges. CdSe quantum dots and nanorods associate with these fibrils, leading to 'superhighways' that consist of alternating parallel lanes of
Ping Yin et al.
Bioresource technology, 110, 258-263 (2012-02-22)
Esterification of oleic acid with ethanol catalyzed by organophosphonic acid-functionalized silica SG-T-P was optimized using response surface methodology (RSM). The interactive effect of catalyst to FFA weight ratio and molar ratio of alcohol to acid were more significant than that
Abraham Vega et al.
Langmuir : the ACS journal of surfaces and colloids, 28(21), 8046-8051 (2012-05-05)
Phosphonic acid monolayers are being considered as versatile surface modification agents due to their unique ability to attach to surfaces in different configurations, including mono-, bi-, or even tridentate arrangements. Tethering by aggregation and growth (T-BAG) of octadecylphosphonic acid (ODPA)
Yunjun Guo et al.
Bioconjugate chemistry, 23(7), 1470-1477 (2012-06-06)
Somatostatin receptors (SSTr) are overexpressed in a wide range of neuroendocrine tumors, making them excellent targets for nuclear imaging and therapy, and radiolabeled somatostatin analogues have been investigated for positron emission tomography imaging and radionuclide therapy of SSTr-positive tumors, especially
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