2-Diethoxyphosphorylethylbenzene

Base Information

• Chemical Name: 2-Diethoxyphosphorylethylbenzene
• CAS No.: 54553-21-8
• Molecular Formula: C12H19O3P
• Molecular Weight: 242.255
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID90392567
• Nikkaji Number: J602.489K
• Wikidata: Q82190909
• Mol file: 54553-21-8.mol

Synonyms:2-diethoxyphosphorylethylbenzene;54553-21-8;Diethyl 2-phenylethyl phosphonate;diethyl (2-phenylethyl)phosphonate;diethylphenethylphosphonate;diethyl 2-phenylethylphosphonate;SCHEMBL5248630;DTXSID90392567;2-diethoxyphosphoryl-ethyl-benzene;WEXGRJPJMNUCMG-UHFFFAOYSA-N;MFCD03093992;Phenethylphosphonic acid diethyl ester;AKOS017343390;Diethyl 2-phenylethyl phosphonate, 98%;DIETHYL 2-PHENYLETHYL PHOSPHONATE 98

Chemical Property of 2-Diethoxyphosphorylethylbenzene

Chemical Property:

• Vapor Pressure: 0.000165mmHg at 25°C
• Refractive Index: n20/D 1.495(lit.)
• Boiling Point: 125 °C/0.25 mmHg(lit.)
• Flash Point: 110 °C
• PSA: 45.34000
• Density: 1.054 g/mL at 25 °C(lit.)
• LogP: 3.49520
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 242.10718146
• Heavy Atom Count: 16
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

Diethyl 2-phenylethyl phosphonate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CCC1=CC=CC=C1)OCC
• Uses: Reactant for:Preparation of 1,3-diketones, β-keto esters, and β-keto phosphonates via 1,2-addition of carbanionic nucleophiles to cyclic vinylogous acyl triflates, followed by ring-opening fragmentation, Claisen condensation and carbon-carbon bond cleavageControlling the surface state emission in ultrasmall CdSe nanocrystalsReactions with organoboranes for synthesis of organophosphorous compounds

Technology Process of 2-Diethoxyphosphorylethylbenzene

There total 52 articles about 2-Diethoxyphosphorylethylbenzene 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: 100.0%

diethyl styrylphosphonate (1018-24-2) → diethyl 2-phenylethylphosphonate (54553-21-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;

DOI:10.1021/jo9608275

Reference yield: 97.0%

(E/Z)-Diethyl <1-chloro-2-(3-bromophenyl)vinyl>phosphonate → diethyl 2-phenylethylphosphonate (54553-21-8)

Guidance literature:

With hydrogen; sodium acetate; palladium on activated charcoal; In ethanol; for 17h; under 1810.02 Torr;

DOI:10.1021/jo00095a033

Reference yield: 94.0%

Diethyl methylphosphonate (683-08-9) + benzyl bromide (100-39-0) → diethyl 2-phenylethylphosphonate (54553-21-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/0040-4020(96)00820-4

upstream raw materials:

1-phenyl-2-bromoethane

triethyl phosphite

ethanol

ethylbenzene

Downstream raw materials:

phenethyl-phosphonic acid monoethyl ester

(2-phenylethyl)phosphonic acid

(4-amino-phenethyl)-phosphonic acid diethyl ester

(4-nitro-phenethyl)-phosphonic acid

Refernces

• 1、 Li, Wei-Ze,Wang, Zhong-Xia. "Nickel-catalyzed coupling of R2P(O)Me (R = aryl or alkoxy) with (hetero)arylmethyl alcohols". . p. 2233 - 2242. Retrieved 2021/03/24.
• 2、 Jin, Ming,Yin, Shi-Fu,Yang, Shang-Dong. "Bismuth(III)-Catalyzed Sequential Enamine-Imine Tautomerism/2-Aza-Cope Rearrangement of Stable β-Enaminophosphonates: One-Pot Synthesis of β-Aminophosphonates". supporting information. p. 2811 - 2815. Retrieved 2020/03/30.