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Documentos Principais

04420

Sigma-Aldrich

Phosphinic acid

puriss., meets analytical specification of NF, 30-32%

Sinônimo(s):

Hypophosphorous acid

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About This Item

Fórmula linear:
H3PO2
Número CAS:
Peso molecular:
66.00
Número MDL:
Código UNSPSC:
12352106
ID de substância PubChem:

grau

puriss.

qualidade

meets analytical specification of NF

concentração

30-32%

Impurezas

≤0.002% heavy metals (as Pb)

densidade

1.206 g/mL at 20 °C (lit.)

traços de ânion

chloride (Cl-): ≤200 mg/kg
sulfate (SO42-): ≤200 mg/kg

traços de cátion

As: ≤1 mg/kg
Ca: ≤50 mg/kg
Cu: ≤5 mg/kg
Fe: ≤20 mg/kg
Na: ≤1000 mg/kg

cadeia de caracteres SMILES

O[PH2]=O

InChI

1S/H3O2P/c1-3-2/h3H2,(H,1,2)

chave InChI

ACVYVLVWPXVTIT-UHFFFAOYSA-N

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Descrição geral

Phosphinic acid is a reagent containing P-H bond. Phosphinic acids (phosphinates) are the derivatives of phosphinic acid H2P(O)(OH). Biochemical, biological, and medical applications of phosphinic acid compounds have been evaluated. Natural products containing carbon-phosphorus bonds (phosphonic and phosphinic acids) have wide applications in medicine and agriculture. Phosphinic acids have been synthesized via Michael addition of phosphonous acids as well as esters to activated conjugated systems. Phosphinic acid (Hypophosphorous acid) is an effective radical reducing agent for organic halides, thionoesters and isocyanides.

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Preparation of phosphinic acids: Michael additions of phosphonous acids/esters to conjugated systems.
Thottathil JK, et al.
Tetrahedron Letters, 25(42), 4741-4744 (1984)
William W Metcalf et al.
Annual review of biochemistry, 78, 65-94 (2009-06-06)
Natural products containing carbon-phosphorus bonds (phosphonic and phosphinic acids) have found widespread use in medicine and agriculture. Recent years have seen a renewed interest in the biochemistry and biology of these compounds with the cloning of the biosynthetic gene clusters
The invention of radical reactions. Part 32. Radical deoxygenations, dehalogenations, and deaminations with dialkyl phosphites and hypophosphorous acid as hydrogen sources.
Barton DHR, et al.
The Journal of Organic Chemistry, 58(24), 6838-6842 (1993)
M Collinsová et al.
Current medicinal chemistry, 7(6), 629-647 (2000-03-07)
This review summarizes our knowledge of biochemical, biological and medical applications and properties of phosphinic acid compounds. Phosphinic acid compounds (phosphinates) are derivatives of phosphinic acid H2P(O)(OH). The major attention of this article is focused on applications of phosphinates of
Hypophosphorous acid and its salts: New reagents for radical chain deoxygenation, dehalogenation and deamination.
Barton DHR, et al.
Tetrahedron Letters, 33(39), 5709-5712 (1992)

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