Diethyl 1-phenylethylphosphonate

Base Information

• Chemical Name: Diethyl 1-phenylethylphosphonate
• CAS No.: 33973-48-7
• Molecular Formula: C12H19 O3 P
• Molecular Weight: 242.255
• Hs Code.: 2931900090
• NSC Number: 220102
• DSSTox Substance ID: DTXSID501290328
• Nikkaji Number: J50.294D
• Mol file: 33973-48-7.mol

Synonyms:Diethyl 1-phenylethylphosphonate;Diethyl 1-phenylethyl phosphonate;33973-48-7;1-diethoxyphosphorylethylbenzene;NSC 220102;Diethyl (alpha-methylbenzyl)phosphonate;BRN 2940028;Phosphonic acid, (1-phenylethyl)-, diethyl ester;Phosphonic acid, (alpha-methylbenzyl)-, diethyl ester;4-16-00-01097 (Beilstein Handbook Reference);SCHEMBL1542688;WLN: 2OPO&O2&Y1&R;1-diethoxyphosphoryl-ethyl-benzene;diethyl (1-phenylethyl)phosphonate;DTXSID501290328;Diethyl P-(1-phenylethyl)phosphonate;NSC220102;AKOS015889065;NSC-220102;Diethyl 1-phenylethyl phosphonate, 98%;Diethyl (.alpha.-methylbenzyl)phosphonate;LS-106669;alpha-Methylbenzylphosphonic acid diethyl ester;J-019402

Chemical Property of Diethyl 1-phenylethylphosphonate

Chemical Property:

• Vapor Pressure: 0.000372mmHg at 25°C
• Refractive Index: n20/D 1.496(lit.)
• Boiling Point: 328°Cat760mmHg
• Flash Point: 166°C
• PSA: 45.34000
• Density: 1.072g/cm³
• LogP: 4.01370
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 242.10718146
• Heavy Atom Count: 16
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

Diethyl 1-phenylethyl phosphonate 98% ^*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)(C(C)C1=CC=CC=C1)OCC
• Uses: Reactant for:Carbanion oxidative nucleophilic substitution of hydrogenBase-catalyzed olefination

Technology Process of Diethyl 1-phenylethylphosphonate

There total 16 articles about Diethyl 1-phenylethylphosphonate 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: 98.0%

diethyl (1-phenylethenyl)phosphonate (25944-64-3) → diethyl (1-phenylethyl)phosphonate (33973-48-7)

Guidance literature:

With potassium phosphate; 2-nitrobenzenesulfonyl hydrazide; In acetonitrile; at 20 ℃; for 5h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.02.057

Reference yield: 90.0%

(1-bromoethyl)benzne (585-71-7,38661-81-3) + triethyl phosphite (122-52-1) → diethyl (1-phenylethyl)phosphonate (33973-48-7)

Guidance literature:

at 150 ℃; for 3h;

DOI:10.1021/acs.joc.7b03148

Reference yield: 85.0%

1-Phenylethanol (98-85-1,13323-81-4) + triethyl phosphite (122-52-1) → diethyl (1-phenylethyl)phosphonate (33973-48-7)

Guidance literature:

With zinc dibromide; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol1029436

upstream raw materials:

(1-bromoethyl)benzne

triethyl phosphite

(1,1-dichloro-ethyl)-phosphonic acid diethyl ester

lithium diphenylcuprate

Downstream raw materials:

1,2-diphenylpropene

diethyl α-(2-fluoro-4-nitrophenyl)-α-methylbenzylphosphonate

diethyl α-(4-nitrophenyl)-α-methylbenzylphosphonate

diethyl α-(3-chloro-4-nitrophenyl)-α-methylbenzylphosphonate

Refernces

• 1、 Finashina,Isaeva,Kustov,Gulyukina,Bondarenko,Beletskaya. "Catalytic synthesis of 1-arylethylphosphonates by the hydrogenation of unsaturated precursors in the presence of chitosan-based palladium catalysts". . p. 990 - 995. Retrieved 2006.
• 2、 -. "Preparation method of large-steric-hindrance alkyl substituted phosphite diester". Paragraph 0072-0075. . Retrieved 2020/04/06.
• 3、 Huang, Hai,Denne, Johanna,Yang, Chou-Hsun,Wang, Haobin,Kang, Jun Yong. "Direct Aryloxylation/Alkyloxylation of Dialkyl Phosphonates for the Synthesis of Mixed Phosphonates". supporting information. p. 6624 - 6628. Retrieved 2018/05/14.