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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)

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Amidoalkylation of phosphorous acid.
Vinyukov AV, et al.
Russ. J. Gen. Chem., 85(2), 366-369 (2015)
Marco Esposito et al.
European journal of oral implantology, 6(3), 227-236 (2013-11-02)
To evaluate the safety and clinical efficacy of a novel surface treatment (SurfLink®, Nano Bridging Molecules, Gland, Switzerland) on titanium dental implants. SurfLink consists of a monolayer of permanently bound multi-phosphonic acid molecules, which mimics the surface of naturally occurring
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
Faizah Md Yasin et al.
Chemical communications (Cambridge, England), 48(81), 10102-10104 (2012-09-08)
Size selective growth of palladium nano-particles 2-7 nm in diameter on the surface of carbon nano-onions (CNOs) (derived from catalytic cracking of methane) in water involves pretreating the CNOs with p-phosphonic acid calix[8]arene then H(2)PdCl(4) followed by dynamic thin film
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