Phosphoric acid, diethyl 2-naphthalenyl ester

Base Information

• Chemical Name: Phosphoric acid, diethyl 2-naphthalenyl ester
• CAS No.: 16519-26-9
• Molecular Formula: C14H17 O4 P
• Molecular Weight: 280.26
• DSSTox Substance ID: DTXSID90167858
• Nikkaji Number: J370.966C
• Wikidata: Q83037349
• ChEMBL ID: CHEMBL4083188
• Mol file: 16519-26-9.mol

Synonyms:Diethyl 2-naphthyl phosphate;Phosphoric acid, diethyl 2-naphthalenyl ester;CHEMBL4083188;16519-26-9;SCHEMBL10778702;C14H17O4P;DTXSID90167858;BDBM50251559;Phosphoric acid 2-naphthyldiethyl ester

Chemical Property of Phosphoric acid, diethyl 2-naphthalenyl ester

Chemical Property:

• Vapor Pressure: 4.35E-05mmHg at 25°C
• Boiling Point: 361.3°Cat760mmHg
• Flash Point: 186°C
• Density: 1.197g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 280.08644602
• Heavy Atom Count: 19
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(OCC)OC1=CC2=CC=CC=C2C=C1

Technology Process of Phosphoric acid, diethyl 2-naphthalenyl ester

There total 11 articles about Phosphoric acid, diethyl 2-naphthalenyl ester 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: 95.9%

diethyl chlorophosphate (814-49-3) + β-naphthol (135-19-3) → diethyl naphthalen-2-yl phosphate (16519-26-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c2dt30902e

Reference yield: 87.0%

diethyl cyanophosphonate (2942-58-7) + β-naphthol (135-19-3) → diethyl naphthalen-2-yl phosphate (16519-26-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1080/00397919708005008

Reference yield: 85.0%

phosphonic acid diethyl ester (762-04-9) + β-naphthol (135-19-3) → diethyl naphthalen-2-yl phosphate (16519-26-9)

Guidance literature:

With sodium iodide; In acetonitrile; at 20 ℃; for 2h; Electrochemical reaction; Green chemistry;

DOI:10.1039/d1ob00779c

upstream raw materials:

ethanol

naphthalen-2-yl phosphorodichloridate

triethylamine

phosphonic acid diethyl ester

Downstream raw materials:

naphthalene

2-phenylnaphthalene

β-naphthyltrimethylstannane

(2-naphthyl)triphenylstannane

Refernces

• 1、 Guzman, Angel,Diaz, Eduardo. "A convenient method for the phosphorylation of phenols with diethyl cyanophosphonate". . p. 3035 - 3038. Retrieved 1997.
• 2、 Anitha, Thippani,Ashalu, Kashamalla Chinna,Sandeep, Mummadi,Mohd, Aabid,Wencel-Delord, Joanna,Colobert, Francoise,Reddy, Kallu Rajender. "LiI/TBHP Mediated Oxidative Cross-Coupling of P(O)–H Compounds with Phenols and Various Nucleophiles: Direct Access to the Synthesis of Organophosphates". . p. 7463 - 7474. Retrieved 2019/12/03.
• 3、 Nakayama, Kensaku,Schwans, Jason P.,Sorin, Eric J.,Tran, Trina,Gonzalez, Jeannette,Arteaga, Elvis,McCoy, Sean,Alvarado, Walter. "Synthesis, biochemical evaluation, and molecular modeling studies of aryl and arylalkyl di-n-butyl phosphates, effective butyrylcholinesterase inhibitors". . p. 3171 - 3181. Retrieved 2017/05/29.