Phosphoric acid, diethyl 1-naphthalenyl ester

Base Information

• Chemical Name: Phosphoric acid, diethyl 1-naphthalenyl ester
• CAS No.: 33650-14-5
• Molecular Formula: C14H17O4P
• Molecular Weight: 280.26
• NSC Number: 133037
• UNII: YQA5C8ES2V
• DSSTox Substance ID: DTXSID90187334
• Nikkaji Number: J370.959K
• Wikidata: Q83058999
• ChEMBL ID: CHEMBL4646822
• Mol file: 33650-14-5.mol

Synonyms:1-Naphthyl diethyl phosphate;Phosphoric acid, diethyl 1-naphthalenyl ester;33650-14-5;YQA5C8ES2V;CHEMBL4646822;NSC-133037;diethyl 1-naphthyl phosphate;Diethyl 1-naphthalenyl phosphate;NSC 133037;UNII-YQA5C8ES2V;SCHEMBL10631805;DTXSID90187334;BDBM50543812;NSC133037;PD169686;phosphoric acid diethyl naphthalen-1-yl ester

Chemical Property of Phosphoric acid, diethyl 1-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: 3.3
• 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:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOP(=O)(OCC)OC1=CC=CC2=CC=CC=C21

Technology Process of Phosphoric acid, diethyl 1-naphthalenyl ester

There total 8 articles about Phosphoric acid, diethyl 1-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: 92.0%

α-naphthol (90-15-3) + phosphonic acid diethyl ester (762-04-9) → diethyl naphthalen-1-yl phosphate (33650-14-5)

Guidance literature:

With dmap; bis[3,5-bis(trifluoromethyl)diphenyl] diselenide; In acetonitrile; at 20 ℃; for 20h;

DOI:10.1021/acs.orglett.0c01858

Reference yield: 85.0%

α-naphthol (90-15-3) + diethyl chlorophosphate (814-49-3) → diethyl naphthalen-1-yl phosphate (33650-14-5)

Guidance literature:

With magnesium oxide; at 60 ℃; for 1h;

DOI:10.1039/a900183b

Reference yield: 82.0%

triethyl phosphate (78-40-0) + α-naphthol (90-15-3) → diethyl naphthalen-1-yl phosphate (33650-14-5)

Guidance literature:

triethyl phosphate; With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 20 ℃; for 0.166667h;

α-naphthol; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/acs.orglett.8b02073

upstream raw materials:

Tetraethyl pyrophosphate

α-naphthol

ethanol

α-naphthoxydichlorophosphine

Downstream raw materials:

[1]naphthyl-triphenyl stannane

1-cyclohexylnaphthalene

1-(α-naphthyl)-3-phenylpropane

1-ethylnapthelene

Refernces

• 1、 Handoko,Benslimane, Zacharia,Arora, Paramjit S.. "Diselenide-Mediated Catalytic Functionalization of Hydrophosphoryl Compounds". supporting information. p. 5811 - 5816. Retrieved 2020/07/27.
• 2、 Li, Zhuang,Liu, Ling,Sun, Hong-Mei,Shen, Qi,Zhang, Yong. "Alkyl Grignard cross-coupling of aryl phosphates catalyzed by new, highly active ionic iron(II) complexes containing a phosphine ligand and an imidazolium cation". . p. 17739 - 17747. Retrieved 2016/11/18.