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METHYLPHOSPHONIC ACID

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METHYLPHOSPHONIC ACID Basic information
Preparation
Product Name:METHYLPHOSPHONIC ACID
Synonyms:METHYLPHOSPHONIC ACID;Methylphosphonicacid,98%;Methanephosphonic acid,98%;Methylphosphonic acid ,97.5%;Methanephosphonic acid, 98% 25GR;Methanephosphonic acid, 98% 5GR;NSC 119358;Methylphosphonic acid solution
CAS:993-13-5
MF:CH5O3P
MW:96.02
EINECS:213-607-2
Product Categories:Organic Building Blocks;Phosphonic/Phosphinic Acids;Phosphorus Compounds
Mol File:993-13-5.mol
METHYLPHOSPHONIC ACID Structure
METHYLPHOSPHONIC ACID Chemical Properties
Melting point 105-107 °C(lit.)
Boiling point 265.2±23.0 °C(Predicted)
density 1.495±0.06 g/cm3(Predicted)
vapor pressure 0Pa at 20℃
storage temp. -20°C
solubility H2O: soluble2.88 g in 30 mL, clear, colorless
form Crystalline Powder
pkapK1:2.38;pK2:7.74 (25°C)
color White to off-white
PH0.9-1.4
Water Solubility Soluble in water and alcohol.
Sensitive Hygroscopic
λmaxλ: 260 nm Amax: ≤0.05
λ: 280 nm Amax: ≤0.04
BRN 1739372
Stability:Stable. Incompatible with strong oxidizing agents, strong bases.
LogP-1.556 at 20℃
EPA Substance Registry SystemPhosphonic acid, P-methyl- (993-13-5)
Safety Information
Hazard Codes C,T,F
Risk Statements 22-34-39/23/24/25-23/24/25-11
Safety Statements 26-36/37/39-45-36/37-16-7
RIDADR UN 3261 8/PG 2
WGK Germany 3
10
TSCA TSCA listed
HazardClass 8
PackingGroup II
HS Code 29310099
Hazardous Substances Data993-13-5(Hazardous Substances Data)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
METHYLPHOSPHONIC ACID Usage And Synthesis
Preparation

In the preparation of methylphosphonic acid, triethyl phosphite is first subjected to the Michel-Albuzov reaction to generate a pentavalent phosphorus center:

CH3Cl + P(OC2H5)3 → CH3PO(OC2H5)2 + C2H5Cl

The resulting dialkylphosphonate reacts with trimethylchlorosilane, and then the siloxophosphonate is hydrolyzed to produce the desired product.

CH3PO(OC2H5)2 + 2 Me3SiCl → CH3PO(OSiMe3)2 + 2 C2H5Cl

CH3PO(OSiMe3)2 + 2H2O → CH3PO(OH)2 + 2 HOSiMe3

Chemical Propertieswhite crystals or flakes
UsesOrganic synthesis.
UsesMethylphosphonic acid is used to produce methyl-phosphonic acid dichloride by chlorination.
DefinitionChEBI: Methylphosphonic acid is a one-carbon compound that is phosphonic acid in which the hydrogen attached to the phosphorus is substituted by a methyl group. It is a one-carbon compound and a member of phosphonic acids. It is functionally related to a phosphonic acid. It is a conjugate acid of a methylphosphonate(1-).
ApplicationMethylphosphonic acid is used in the production of lubricant additives and for treating textiles.
Flammability and ExplosibilityNot classified
Purification MethodsMethylphosphonic acid [993-13-5] M 96.0, m 104-106o, 105-107o, 108o, pK 1 2.12, pK 2 7.29. If it tests for Cl-, then add H2O and evaporate to dryness, repeat several times till free from Cl-. The residue solidifies to a wax-like solid. Alternatively, dissolve the acid in the minimum volume of H2O, add charcoal, warm, filter and evaporate to dryness in a vacuum over P2O5. [Kosolapoff J Am Chem Soc 75 3379 1953.] The di-Na salt is prepared from 24g of acid in 50mL of dry EtOH, and a solution of 23g Na dissolved in 400mL EtOH is added. A white precipitate is formed, but the mixture is refluxed for 30minutes to complete the reaction. Filter off the solid and recrystallise it from 50% EtOH. Dry the crystals in a vacuum desiccator. [Thompson J Chem Soc 3292 1952, Beilstein 4 IV 3498.]
Tag:METHYLPHOSPHONIC ACID(993-13-5) Related Product Information
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