2404-73-1

Basic information

• Product Name: DI-N-BUTYL METHYLPHOSPHONATE
• Synonyms: DIBUTYLMETHYLPHOSPHONATE;DI-N-BUTYL METHANEPHOSPHONATE;DI-N-BUTYL METHYLPHOSPHONATE;Dibutyl methanephosphonate;Methylphosphonic acid, dibutyl ester;Phosphonic acid, methyl-, dibutyl ester;1-[butoxy(methyl)phosphoryl]oxybutane
• CAS NO: 2404-73-1
• Molecular Formula: C₉H₂₁O₃P
• Molecular Weight: 208.24
• Mol File: 2404-73-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 264.5°Cat760mmHg
• Flash Point: 127.8°C
• Appearance: /Liquid
• Density: 0.973g/cm³
• Vapor Pressure: 0.0158mmHg at 25°C
• Refractive Index: 1.5180 (estimate)
• Water Solubility: 8g/L(25 oC)
• CAS DataBase Reference: DI-N-BUTYL METHYLPHOSPHONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DI-N-BUTYL METHYLPHOSPHONATE(2404-73-1)
• EPA Substance Registry System: DI-N-BUTYL METHYLPHOSPHONATE(2404-73-1)

Safety Data

• RIDADR: UN3272
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 2404-73-1(Hazardous Substances Data)

Usage

General Description

DI-N-BUTYL METHYLPHOSPHONATE is a chemical compound that is used as a flame retardant and plasticizer in various industrial and consumer products. It is a clear, colorless liquid with a faint odor, and is insoluble in water but soluble in organic solvents. DI-N-BUTYL METHYLPHOSPHONATE is known for its high thermal stability and ability to suppress combustion, making it valuable in applications such as coatings, adhesives, and insulation materials. However, DI-N-BUTYL METHYLPHOSPHONATE is also considered to be a hazardous substance, as it may pose health risks if inhaled, ingested, or come into contact with skin. Therefore, appropriate safety measures and handling practices should be followed when working with this chemical.

InChI:InChI=1/C9H21O3P/c1-4-6-8-11-13(3,10)12-9-7-5-2/h4-9H2,1-3H3

Upstream product

• 993-13-5 methylphosphonic acid 
• 71-36-3 butan-1-ol 
• 542-69-8 1-iodo-butane 
• 756-79-6 dimethyl methane phosphonate 
• 1832-55-9 methyl-phosphonic acid n-butyl ester 
• 2244-27-1 sodium dibutyl phosphite 
• 74-88-4 methyl iodide 
• 1809-19-4 dibutyl hydrogen phosphite 
• 74-83-9 methyl bromide 
• 676-97-1 methylphosphonic acid dichloroanhydride 
• 2372-45-4 sodium butanolate 
• 995-88-0 S,S-diethylmethyldithiophosphonate 
• 102-85-2 tri-n-butyl phosphite 

Downstream Products

• 1239972-56-5 dibutyl (2-hydroxy-2-phenylethyl)phosphonate 
• 123381-34-0 (4S,5S)-5-<(di-n-butylphosphinyl)methyl>-4-(cyclohexylmethyl)oxazolidin-2-one 
• 123381-33-9 (4S,5R)-5-<(di-n-butylphosphinyl)methyl>-4-(cyclohexylmethyl)oxazolidin-2-one 
• 123381-42-0 {(S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionylamino]-4-cyclohexyl-2-hydroxy-butyl}-phosphonic acid dibutyl ester 
• 993-13-5 methylphosphonic acid 
• 676-97-1 methylphosphonic acid dichloroanhydride 
• 123381-21-5 (2R,3S)-di-n-butyl <3-(t-Boc-amino)-4-cyclohexyl-2-hydroxybutyl>phosphonate 
• 123381-22-6 ((2S,3S)-3-tert-Butoxycarbonylamino-4-cyclohexyl-2-hydroxy-butyl)-phosphonic acid dibutyl ester 
• 123381-31-7 [(S)-4-Cyclohexyl-2-hydroxy-3-(trityl-amino)-butyl]-phosphonic acid dibutyl ester 

Relevant articles and documents

Microwave-assisted ionic liquid-catalyzed selective monoesterification of alkylphosphonic acids—an experimental and a theoretical study

It is well-known that the P-acids including phosphonic acids resist undergoing direct es-terification. However, it was found that a series of alkylphoshonic acids could be involved in mo-noesterification with C2–C4 alcohols under microwave (MW) irradiation in the presence of [bmim][BF4] as an additive. The selectivity amounted to 80–98%, while the isolated yields fell in the range of 61–79%. The method developed is a green method for P-acid esterification. DFT calculations at the M062X/6–311+G (d,p) level of theory (performed considering the solvent effect of the corresponding alcohol) explored the three-step mechanism, and justified a higher enthalpy of activation (160.6–194.1 kJ·mol–1) that may be overcome only by MW irradiation. The major role of the [bmim][BF4] additive is to increase the absorption of MW energy. The specific chemical role of the [BF4] anion of the ionic liquid in an alternative mechanism was also raised by the computations.

Polymer-supported sulfonated magnetic resin: An efficient reagent for esterification of O-alkyl alkylphosphonic-and carboxylic-acids

A mild and efficient synthetic method has been developed for the esterification of O-alkyl alkylphosphonic-and carboxylic-acids using polymer-supported sulfonated magnetic resins. Polymer-supported resins are recovered using an external magnet and reused several times.

The Michaelis-Becker reaction in phosphonium and imidazolium ionic liquids

The Michaelis-Becker reaction was performed in imidazolium ionic liquids using sodium hydroxide as base or sodium dialkylphosphites with good yield and selectivities. The analogous reaction performed in phosphonium ionic liquids resulted in decomposition to phosphine oxides. Copyright