Diethyl allyl phosphate

Base Information

• Chemical Name: Diethyl allyl phosphate
• CAS No.: 3066-75-9
• Molecular Formula: C7H15 O4 P
• Molecular Weight: 194.167
• Hs Code.: 2919900090
• NSC Number: 23727
• DSSTox Substance ID: DTXSID40281977
• Nikkaji Number: J595.631E
• Wikidata: Q82016119
• Mol file: 3066-75-9.mol

Synonyms:Diethyl allyl phosphate;3066-75-9;diethyl prop-2-enyl phosphate;DIETHYLALLYLPHOSPHATE;allyl diethyl phosphate;diethyl prop-2-en-1-yl phosphate;NSC23727;Phosphoric acid, diethyl 2-propen-1-yl ester;SCHEMBL709420;Diethyl allyl phosphate, 98%;DTXSID40281977;Phosphoric acid allyldiethyl ester;DIETHYL ALLYL PHOSPHATE 98;MFCD02683550;NSC 23727;NSC-23727;AKOS015915695;phosphoric acid diethyl prop-2-enyl ester;CS-0187364;FT-0699390;D97380;A822848;J-018047

Chemical Property of Diethyl allyl phosphate

Chemical Property:

• Vapor Pressure: 0.169mmHg at 25°C
• Refractive Index: n20/D 1.422(lit.)
• Boiling Point: 220.2°Cat760mmHg
• Flash Point: 101.2°C
• PSA: 54.57000
• Density: 1.064g/cm³
• LogP: 2.37010
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 194.07079595
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

AllylDiethylPhosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOP(=O)(OCC)OCC=C
• Uses: Allyl Diethyl Phosphate is a flame-retardant agent for the modification of rubber wood with styrene. DEAP may be used as a flame retardant additive in the preparation of rubber wood/polymer composite. It can also be used for the stereoselective synthesis of cis- or trans-3-vinyl-β-lactam compounds and also for the fabrication of amphoteric surfaces on silicone substrates.

Technology Process of Diethyl allyl phosphate

There total 9 articles about Diethyl allyl phosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

diethyl chlorophosphate (814-49-3) + allyl alcohol (107-18-6) → allyl diethyl phosphate (3066-75-9)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 2.5h;

DOI:10.1039/b009351n

Reference yield: 95.0%

allyl alcohol (107-18-6) + phosphonic acid diethyl ester (762-04-9) → allyl diethyl phosphate (3066-75-9)

Guidance literature:

With water; dihydrogen peroxide; iodine; In neat (no solvent); at 20 ℃;

DOI:10.1021/ol402956b

Reference yield: 95.0%

allyl alcohol (107-18-6) + (2-oxo-5,5-diphenyl-oxazolidin-3-yl)-phosphonic acid diethyl ester (681035-21-2) → allyl diethyl phosphate (3066-75-9)

Guidance literature:

allyl alcohol; With n-butyllithium; In diethyl ether;

(2-oxo-5,5-diphenyl-oxazolidin-3-yl)-phosphonic acid diethyl ester; In diethyl ether; dichloromethane; Further stages.;

DOI:10.1016/j.tetlet.2004.01.003

upstream raw materials:

diethyl chlorophosphate

allyl alcohol

Diethyl phosphate

allyl bromide

Downstream raw materials:

1-Phenyl-3-buten-1-ol

2-phenylpent-4-en-2-ol

allyl phenyl ether

phenol

Refernces

• 1、 Yurino, Taiga,Saito, Sunaho,Ichihashi, Mizuki,Ohkuma, Takeshi. "Aerobic Allylic Amination Catalyzed by a Pd(OAc)2/P(OPh)3System with Low Catalyst Loading". supporting information. p. 2864 - 2872. Retrieved 2022/02/14.
• 2、 Bao, Ming,He, Min,Wang, Yi,Yu, Xiaoqiang. "Tunable Redox Potential Photocatalyst: Aggregates of 2,3-Dicyanopyrazino Phenanthrene Derivatives for the Visible-Light-Induced α-Allylation of Amines". . p. 14720 - 14731. Retrieved 2021/11/16.