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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:
Molecular Weight:
82.00
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.21

Quality Level

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

Signal Word

Danger

Hazard Statements

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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Amidoalkylation of phosphorous acid.
Vinyukov AV, et al.
Russ. J. Gen. Chem., 85(2), 366-369 (2015)
Review on modern advances of chemical methods for the introduction of a phosphonic acid group.
Charles S Demmer et al.
Chemical reviews, 111(12), 7981-8006 (2011-10-21)
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)
Amidoalkylation of phosphorous acid.
Oleksyszyn J and Gruszeckae.
Tetsu to Hagane, 22(36), 3537-3540 (1981)

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