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215112

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
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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]
  • 1-aminoalkanephosphonic acids via amidoalkylation followed by hydrolysis[2]
  • N-protected α-aminophosphonic acids (phospho-isosteres of natural amino acids) via amidoalkylation reaction[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS2013
MKCS4814
MKCP8300
MKCP7746
MKCM6736

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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
Alexander Rief et al.
PloS one, 7(9), e45345-e45345 (2012-10-03)
On alpine pastureland the decline in large-bodied earthworm numbers and biomass after abandonment of management might be the result of a shift from highly palatable grass litter to poorly digestible leaf litter of dwarf shrubs. To test this hypothesis, we
Carlo Ballatore et al.
ChemMedChem, 8(3), 385-395 (2013-01-31)
The carboxylic acid functional group can be an important constituent of a pharmacophore, however, the presence of this moiety can also be responsible for significant drawbacks, including metabolic instability, toxicity, as well as limited passive diffusion across biological membranes. To
The direct synthesis of a-aminomethylphosphonic acids. Mannich-type reactions with orthophosphorous acid.
Moedritzer K and Irani RR.
The Journal of Organic Chemistry, 31(5), 1603-1607 (1966)
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Questions

1–5 of 5 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    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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  3. What is the melting point of Product 215112, Phosphorous acid?

    1 answer

    1. The melting point of phosphorous acid is approximately 74°C.

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  4. What is Product 215112, Phosphorous acid, soluble in?

    1 answer

    1. Phosphorous acid is appreciably soluble in water.

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  5. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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