1789-95-3

Basic information

• Product Name: Propylphosphonic acid dipropyl ester
• Synonyms: Propylphosphonic acid dipropyl ester
• CAS NO: 1789-95-3
• Molecular Formula: C₉H₂₁O₃P
• Molecular Weight: 0
• Mol File: 1789-95-3.mol

Chemical Properties

• Boiling Point: 264.5°C at 760 mmHg
• Flash Point: 127.8°C
• Appearance: /
• Density: 0.973g/cm³
• Vapor Pressure: 0.0158mmHg at 25°C
• Refractive Index: 1.419
• CAS DataBase Reference: Propylphosphonic acid dipropyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propylphosphonic acid dipropyl ester(1789-95-3)
• EPA Substance Registry System: Propylphosphonic acid dipropyl ester(1789-95-3)

Safety Data

• Hazardous Substances Data: 1789-95-3(Hazardous Substances Data)

Usage

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

Upstream product

• 101-02-0 triphenyl phosphite 
• 71-23-8 propan-1-ol 
• 107-08-4 1-iodo-propane 
• 1809-21-8 di-n-propyl phosphonate 
• 923-99-9 tri-n-propyl phosphite 
• 4708-04-7 propylphosphonic dichloride 
• 4672-38-2 propylphosphonic acid 

Downstream Products

• 100316-52-7 propyl-phosphonic acid-(4-nitro-phenyl ester)-propyl ester 
• 18755-43-6 propanephosphonic acid dimethyl ester 
• 18755-44-7 Methyl propyl propylphosphonate 
• 599-91-7 propyl tosylate 

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.

P-Toluenesulfonic acid-Celite as a reagent for synthesis of esters of alkylphosphonic acids under solvent-free conditions

The coupling reaction of alkylphosphonic acids and alcohols on the surface of p-toluenesulfonic acid-Celite under mild and solvent-free conditions gave the corresponding phosphonates in excellent yields. This method provides a useful rapid synthesis of phosphonates for use in the unambiguous identification of chemical warfare agents.

An efficient method for the esterification of phosphonic and phosphoric acids using silica chloride

Silica chloride is used as an effective heterogeneous catalyst for the rapid esterification of alkyl/aryl phosphonic/phosphoric acids to their corresponding alkyl/aryl phosphonates/phosphates under mild conditions with quantitative yields.

Surface-mediated solid phase reactions: A simple, efficient and base-free synthesis of phosphonates and phosphates on Al2O3

Al2O3-supported solvent free condensation of alkylphosphonic dichlorides with alcohols at room temperature yielded phosphorus esters in excellent yields.