Phosphinic Acid

HCID 4124402

Basic information

CAS
6303-21-5
Standard SMILES
O=[PH2]O
InChIKey
ACVYVLVWPXVTIT-UHFFFAOYSA-N
Molecular formula
H3O2P
Average molar mass
65.996 g/mol
Monoisotopic mass
65.98706597

Overview

Hypophosphorous acid appears as colorless oily liquid or deliquescent crystals with a sour odor. Density 1.439 g / cm3. Melting point 26.5 °C. Inhalation of vapors irritates or burns the respiratory tract. Liquid and vapors may irritate or burn eyes and skin.

Names & identifiers

Preferred name
Phosphinic Acid
IUPAC
phosphinic acid
English name
Hypophosphorous acid
Molecular formula
HO2P
Molecular weight
63.980501

Names & synonyms

Acid, PhosphinicRefChem:929168DTXCID401012094228-601-56303-21-58B1RL9B4ZJCHEBI:29031DTXSID90873902Hydroxyphosphine oxideHypophosphorous acidHypophosphorus acidNSC-41904
Show more names
H3PO2HYPOPHOSPHORIC ACIDhypophosphorousHypophoaphoeous acidHypophosphorous acid 50%HYPOPHOSPOROUS ACIDphosphinic acid 50%Hypophosphorous acid solution
Phosphine oxide, hydroxy-Phosphinic Acid

Database identifiers

CAS
6303-21-5
PubChem CID
4124402
DTXSID
DTXSID90873902
ChEMBL
CHEMBL2105054
EC Number
228-601-5
Nikkaji
J95.183H

Properties

Computed structural properties

XLogP
-1.1
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
3

Experimental & physicochemical properties

Chemical ClassesToxic Gases & Vapors -> Acids, Inorganic
pHpH = 0.71 at 37 °C (100 g/L solution)
Density · 2 items

Marketed in aqueous solutions of varying concentrations, 50% (density 1.274), 30-32% (density 1.13), 10% (density 1.04)

1.439 @25 °C

Viscosity58.4 mN/m (60% aqueous solution)
Color/Form · 2 items

Hygroscopic crystals or colorless oily liquid

Water free acid forms deliquescent crystals; supercools to a colorless oily liquid

Solubility · 2 items

Miscible with water

Miscible with alcohol

Physicochemical properties

Melting point
-25 °C · -25 °C
Boiling point
108 °C · 108 °C (759.8513 mmHg)
Density
1.206 g/mL · 1.206 g/mL at 20 °C(lit.)
vapor pressure
17 mmHg · <17 mmHg ( 20 °C)
storage temp.
no restrictions.
solubility
2 O, · very soluble in H2O, ethanol, ethyl ether

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 1.5% (16 of 1039) of reports.

Danger

H290 (35.4%): May be corrosive to metals [Warning Corrosive to Metals]

P234, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P390, P405, P406, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1039 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 5 items

Chemical: Phosphinic acid

List I Chemical: A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02)

Phosphinic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphinic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 05-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14343

Hypophosphorous acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Phosphinic acid: Environment tier I assessment
DOT LabelCorrosive
Fire HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Health HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Hazards Summary · 1 item

A strong reducing agent; [Merck Index] Fire and explosion hazard in contact with oxidizing agents; [Hawley] A strong reducing agent; May cause irritation or burns to skin, eye, and respiratory tract; [CAMEO] Corrosive to skin and eyes; [eChemPortal: ERMA] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [MSDSonline]

Safety & protection

Fire FightingExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
First AidExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Fire Fighting Procedures · 3 items

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. /Hypophosphorous acid solution/

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary. /Hypophosphorous acid solution/

If material on fire or involved in fire: Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. /Hypophosphorous acid solution/
Cleanup Methods · 4 items

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal. /Hypophosphorous acid solution/

Environmental considerations - Land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents.

Environmental considerations - Water spill: Use natural barriers or oil control booms to limit spill travel. Use natural deep water pockets, excavated lagoons, or sand bag barriers to trap material at bottom. Add ferric chloride (FeCl3). Use mechanical dredges or lifts to remove immobilized masses of pollutants and precipitates.

Environmental considerations - Air spill: Apply water spray or mist to knock down vapors. Disperse vapors using fans or blowers.

Nonfire Spill ResponseExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), a measured Koc range of 3.7 to 15 for the analogous sodium hypophosphite (which dissociates into the hypophosphorus acid ion in water)(2) indicates that hypophosphorus acid is expected to have very high mobility in soil(SRC). The pKa of hypophosphorous acid is 2.27(3), indicating that this compound will exist almost entirely in ionized form in the environment(SRC). Since ionized forms do not volatilize, volatilization from moist soil is not expected to be an important fate process(SRC). Hypophosphorous acid is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.00323 mm Hg at 25 °C(3). Biodegradation data in soil were not available(SRC, 2017).

AQUATIC FATE: Based on a classification scheme(1), a measured Koc range of 3.7 to 15 for the analogous sodium hypophosphite (which dissociates into the hypophosphorus acid ion in water)(2) indicates that hypophosphorus acid is not expected to adsorb to suspended solids and sediment(SRC). The pKa of hypophosphorous acid is 2.27(3), indicating that this compound will exist almost entirely in ionized form in the environment(SRC). Since ionized forms do not volatilize, volatilization from water surfaces is not expected to be an important fate process(SRC). According to a classification scheme(4), an estimated BCF of 3(SRC), from an estimated log Kow of -1.72(5) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data in water were not available(SRC, 2017). Based on hydrolysis results for sodium hypophosphite(2), hypophosphorus acid is stable to hydrolysis in water(3).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), hypophosphorus acid, which has a vapor pressure of 0.00323 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase hypophosphorus acid may be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); however, the half-life for this reaction in air can not be estimated appropriately with current estimation methods since hypophosphorus acid in an inorganic compound(3). Hypophosphorus acid is miscible in water(4), therefore, atmospheric hypophosphorus acid may dissolve in precipitation, cloud or fog water and be removed from air via wet deposition(SRC).

Adverse EffectsDermatotoxin - Skin burns.
Toxicity Summary · 1 item

IDENTIFICATION AND USE: Hypophosphorous acid is used in preparation of hypophosphites, and in electroplating baths. HUMAN STUDIES: Hypophosphorous acid solution (50%) was corrosive in a standardized and quantitative in vitro corrosivity test. ANIMAL STUDIES: There are no data available.

Soil Adsorption/Mobility · 1 item

Using OECD Guideline 106 (Adsorption - Desorption Using a Batch Equilibrium Method) and five different soil types, sodium hypophosphite had Koc values ranging from 3.7 to 15(1). Since sodium hypophosphite dissociates into hypophosphorus acid ions in water(1), the Koc results will also apply to hypophosphorus acid(2). According to a classification scheme(3), these Koc values suggests that hypophosphorous acid is expected to have very high mobility in soil.

Human Toxicity Excerpts · 1 item

/ALTERNATIVE and IN VITRO TESTS/ The Corrositex assay is a standardized and quantitative in vitro corrosivity test. The potential corrosivity of the test item was assessed by measuring the time that is required for the test item to pass through a biobarrier membrane and produce a change in a Chemical Detection System (CDS). 4 vials of 50% Hypophosphorous acid solution used in the test. According to the results (average breakthrough point: 12 min 05 sec) the substance is considered to be corrosive. ...

Artificial Pollution Sources · 1 item

Hypophosphorus acid's production and use in electroplating baths, in the preparation of hypophosphites(1) and as a bleaching agent, reducing agent and catalyst(2) may result in its release to the environment through various waste streams(SRC). Hypophosphorus acid is on the US DEA (Drug Enforcement Administration) list of special surveillance chemicals used in clandestine drug manufacture(3).

Regulatory information

FDA Requirements · 1 item

The following chemicals have been specifically designated by the Administrator of the Drug Enforcement Administration as the listed chemicals subject to the provisions of this part and parts 1309 and 1313 of this chapter. Each chemical has been assigned the DEA Chemical Code Number set forth opposite it. Hypophosphorous acid and its salts (Including ammonium hypophosphite, calcium hypophosphite, iron hypophosphite, potassium hypophosphite, manganese hypophosphite, magnesium hypophosphite and sodium hypophosphite) (DEA Code Number: 6797) are included on List 1 chemicals.

Safety data

wgk
1
tsca
TSCA listed
rtecs
SZ6400000
ridadr
UN 3264 8/PG 3
hs_code
28111990
risk_code
34

Chemistry & industry

Uses & manufacturing

Uses · 6 items

Used to make hypophosphites and in electroplating baths; [Hawley]

Electroplating [Category: Plate]

This is a DEA List 1 chemical substance.

List I chemical means a chemical specifically designated by the Administrator in section 1310.02(a) of this chapter that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance.

Preparation of hypophosphites, electroplating baths.

Bleaching agent, reducing agent and catalyst

U.S. Production · 3 items

2023: 234,114 lb

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Phosphinic acid. National Production Volume: Withheld.

Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Phosphinic acid:

Industry UsespH regulating agent
Methods of Manufacturing · 3 items

Commercially, phosphinic acid and its salts are manufactured by treatment of white phosphorus with a boiling slurry of lime. The desired product, calcium phosphinite, remains in solution and insoluble calcium phosphite is precipitated. Phosphine and hydrogen are also formed, the gas-containing sufficient diphosphine to make it spontaneously flammable. Under some conditions equal amounts of phosphorus appear as phosphine and as phosphite, and the volume of the hydrogen liberated is nearly proportional to the hypophosphite that forms. In addition, a small amount of decomposition of hypophosphite by alkali occurs. Excess calcium hydroxide is precipitated using carbon dioxide and the calcium carbonate, calcium hydroxide, and calcium phosphite are removed by filtration. The filtered solution is treated with an equivalent amount of sodium sulfate or sodium carbonate to precipitate calcium sulfate or carbonate. Sodium hypophosphite monohydrate is recovered upon concentration of the solution. Phosphinic acid is produced from the sodium salt by ion exchange.

Heating concentrated baryta water with white phosphorous and decomposing the barium hypophosphite with sulfuric acid, filtering the liquid, and concentrating under reduced pressure.

Conveniently prepared by treating /sodium hypophosphite/ with an ion-exchange resin.

Formulations/Preparations · 2 items

Grade: Technical, NF (30-32% solution, d 1.13), 50% purified.

Marketed in aq solns of various concns, e.g., 50%, d 1.274; 30-32%, d 1.13; 10%, d 1.04.

DEA Listed Chemicals · 2 items

Hypophosphorous acid and its salts (Including ammonium hypophosphite, calcium hypophosphite, iron hypophosphite, potassium hypophosphite, manganese hypophosphite, magnesium hypophosphite and sodium hypophosphite)

A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02)

Applications · 5 items

Uses1. Hypophosphorous acid is used as reducing agent for electroless plating; 2. It can be used to prevent discoloration of phosphoric acid resin; 3. It is used as esterification catalyst, the refrigerant; 4. It is used to produce hypophosphite, sodium salts, manganese salts, iron salts are generally used as nourishing substances; 5. Hypophosphorous acid is used in medicine and as reducing agent, the determination of arsenic, tellurium and separation of tantalum, niobium and other reagents. 6. It is strong reducing agent, It can be used for the preparation of sodium hypophosphite, calcium phosphate and other hypophosphite. 7. It can be used for the plating bath. Pharmaceuticals. reducing agent. general reagents. 8. It is strong reducing agent, it can be used in making sodium hypophosphite, calcium phosphate and other hypophosphite. 9. This product is widely used as reducing agent, Ag, Cu, Ni, Hg and other metals are reduced to the corresponding metal, for the verification of As, Nb, Ta and other reagents, it can be used for the preparation of Na, K, Ca, Mn, Fe and other types of hypophosphite.

DescriptionHypophosphorous acid is a powerful reducing agent with a molecular formula of H3PO2. Inorganic chemists refer to the free acid by this name although its IUPAC name is dihydridohydroxidooxidophosphorus, or the acceptable name of phosphinic acid. It is a colorless low-melting compound, which is soluble in water, dioxane, and alcohols. The formula for hypophosphorous acid is generally written H3PO2, but a more descriptive presentation is HOP(O)H2 which highlights its monoprotic character. Salts derived from this acid are called phosphinates (hypophosphites).

DescriptionThis acid has the general formula ofH4P2O6 and differs from the other oxy-phosphorous acids. It has many peculiarities. It is formed along with phosphorous and phosphoric acids, when phosphorus is oxidized by moist air. If white phosphorus is exposed to air, and sodium acetate is addedto the liquidwhich forms, the somewhat insoluble sodium hypophosphate,Na2H2P2O6·6H2Oseparates. The sodium hypophosphate monohydrate, however, is very soluble and deliquescent at ~98.7 g/100 ml.

UsesHypophosphorous acid is primarily used for electroless nickel plating. It is involved in the reduction of arenediazonium salts. It acts as an additive in Fischer esterification reactions. Also, it serves as a neutralizing agent, antioxidant, catalyst in polymerization and poly condensation, and wetting agent. Further, it is used in the formulation of pharmaceuticals, discoloration of polymers, water treatment and retrieval of precious or non-ferrous metals. In addition to this, it is used as bleaching agents for plastics, synthetic fibers, decolorizing agent and for color stabilization during the manufacture of chemicals and several plastics.

General DescriptionHypophosphorous acid appears as colorless oily liquid or deliquescent crystals with a sour odor. Density 1.439 g / cm3. Melting point 26.5°C. Inhalation of vapors irritates or burns the respiratory tract. Liquid and vapors may irritate or burn eyes and skin.

Preparation methods · 1 item

PreparationHypophosphorous acid may be prepared by various methods: 1. Boiling white phosphorus with calcium hydroxide: P4 + 4Ca(OH)2 + 8H2O → 4Ca(H2PO2)2 + 4H2 The calcium salt is soluble in water. Treatment with sulfuric acid yields thehypophosphorous acid: (H2PO2)2Ca + H2SO4 → 2H3PO2 + CaSO4 The product mixture is filtered to remove insoluble CaSO4. The aqueous solu-tion of hypophosphorous acid is concentrated under reduced pressure.Concentrated baryta water may be used instead of calcium hydroxide.2. By treating sodium hypophosphite, NaH2PO2with an ion-exchange resin.The sodium salt may be produced by boiling white phosphorus with a solutionof sodium hydroxide, a reaction similar to (1) above. PH3 + 2I2 + 2H2O → H3PO2 + 4HI The above method may be considered safer than that involving heating whitephosphorus with an alkali. Hypophosphorous acid must be stored below 50°C. It is sold commerciallyas an aqueous solution at various concentrations.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
广州纳珑化工有限公司13192879270; 13192879270 · [email protected]
HubeiwidelychemicaltechnologyCo.,Ltd18627774460 · [email protected]
Hong Kong Tiansheng New Material Trading Co., Ltd+8617320695765 · [email protected]
Additional notes · 2 items

DefinitionChEBI: A phosphorus oxoacid that consists of a single pentavalent phosphorus covalently bound via single bonds to two hydrogens and a hydroxy group and via a double bond to an oxygen. The parent of the class of phosphinic acids.

DefinitionA white crystalline solid. It is a monobasic acid forming the anion H2PO2 – in water. The sodium salt, and hence the acid, can be prepared by heating yellow phosphorus with sodium hydroxide solution. The free acid and its salts are powerful reducing agents.

Related reactions

387 records

Compound notes

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CAS 6303-21-5 Phosphinic Acid (HCID 4124402)|Huagongshe