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214906

Sigma-Aldrich

Hypophosphorous acid solution

50 wt. % in H2O

Synonym(s):

Phosphinic acid

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About This Item

Linear Formula:
H3PO2
CAS Number:
Molecular Weight:
66.00
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.21

vapor pressure

<17 mmHg ( 20 °C)

Quality Level

form

liquid

concentration

48-52% in NaOH (titration)
50 wt. % in H2O

pH

1 (20 °C, 500 g/L)

density

1.206 g/mL at 25 °C

SMILES string

O[PH2]=O

InChI

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

InChI key

ACVYVLVWPXVTIT-UHFFFAOYSA-N

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General description

H3PO2, a monobasic oxyacid, is also referred to as phosphinic acid. H3PO2 participates as a reducing agent for the conversion of aromatic and aliphatic diselenides to the corresponding selenols.
It undergoes oxidation in the presence of Ce(IV) and a strong acid to afford cerium(IV) hypophosphite complex ions.

Application


  • Synthesis of Aminobisphosphinates through a Cascade Reaction between Hypophosphorous Acid and Bis(trimethylsilyl)imidates Mediated by ZnI(2).: This research presents a novel method for synthesizing aminobisphosphinates, utilizing hypophosphorous acid in a zinc iodide-mediated cascade reaction, which could be relevant in the development of new chemical entities in medicinal chemistry (Ayadi et al., 2023).

  • Facile Synthesis of Liquid Crystal Dimers Bridged with a Phosphonic Group.: This study explores the use of hypophosphorous acid in the synthesis of phosphonic group-bridged liquid crystal dimers, offering potential advancements in materials science and display technologies (Wang et al., 2022).

  • Oxidation of Hypophosphorous Acid by a Ruthenium(VI) Nitrido Complex in Aqueous Acidic Solution. Evidence for a Proton-Coupled N-Atom Transfer Mechanism.: Investigates the mechanistic details of hypophosphorous acid oxidation by a ruthenium complex, shedding light on reaction pathways important in catalysis and synthesis (Li et al., 2022).

  • Solution-processed Ge(ii)-based chalcogenide thin films with tunable bandgaps for photovoltaics.: Discusses the application of hypophosphorous acid in the development of germanium-based chalcogenide thin films, contributing to advancements in photovoltaic materials (Hu et al., 2022).

  • One-Pot Synthesis and in Silico Molecular Docking Studies of Arylselanyl Hydrazides as Potential Antituberculosis Agents.: Utilizes hypophosphorous acid in the one-pot synthesis of arylselanyl hydrazides, evaluated for their potential as antituberculosis agents through molecular docking studies (Borges et al., 2022).

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

8B - Non-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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The Kinetics and Mechanism of the Oxidation of Hypophosphorous Acid by Cerium (IV) in Perchloric Acid Solution.
Carroll RL and Thomas LB.
Journal of the American Chemical Society, 88(7), 1376-1381 (1996)
Hypophosphorous acid mediated dehalogenation in water.
Jang DO.
Tetrahedron Letters, 37(30), 5367-5368 (1996)
Jayesh Cherusseri et al.
Nanoscale, 12(18), 10072-10081 (2020-04-30)
We present a simple and facile method to synthesize nanoplatelets of 2D Ruddlesden-Popper (RP) perovskites of the type (CH3(CH2)3NH3)2(CH3NH3)Pb2I7 where n = 2. The 2D RP nanoplatelets are synthesized from bulk 2D RP crystals via a reflux pre-treatment mediated-ultrasonication method.
Kai Wang et al.
ACS nano, 12(5), 4919-4929 (2018-04-24)
The robust material stability of the quasi-two-dimensional (quasi-2D) metal halide perovskites has opened the possibility for their usage instead of three-dimensional (3D) perovskites. Further, devices based on large area single crystal membranes have shown increasing promise for photoelectronic applications. However
Hypophosphorous Acid, a Novel Reagent for the Reduction of Diselenides and the Selenol-Catalyzed Reduction of Disulfides1,2.
Gunther WHH.
The Journal of Organic Chemistry, 31(4), 1202-1205 (1966)

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