Phosphonic acid, (1-naphthylmethyl)-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, (1-naphthylmethyl)-, diethyl ester
• CAS No.: 53575-08-9
• Molecular Formula: C15H19 O3 P
• Molecular Weight: 278.288
• Hs Code.: 2931900090
• NSC Number: 404293
• UNII: 7J5W5E9BE8
• DSSTox Substance ID: DTXSID80201790
• Nikkaji Number: J92.090H
• Wikidata: Q83075011
• ChEMBL ID: CHEMBL251547
• Mol file: 53575-08-9.mol

Synonyms:53575-08-9;DIETHYL 1-NAPHTHYLMETHYLPHOSPHONATE;1-(diethoxyphosphorylmethyl)naphthalene;Phosphonic acid, (1-naphthylmethyl)-, diethyl ester;diethyl (naphthalen-1-ylmethyl)phosphonate;(1-Naphthylmethyl)phosphonic acid diethyl ester;Phosphonic acid, (1-naphthalenylmethyl)-, diethyl ester;Diethyl (1-naphthylmethyl) phosphonate;NSC 404293;BRN 2943656;diethyl naphthalen-1-ylmethylphosphonate;AI3-17485;7J5W5E9BE8;NSC-404293;diethyl [(naphthalen-1-yl)methyl]phosphonate;3-16-00-00896 (Beilstein Handbook Reference);UNII-7J5W5E9BE8;CHEMBL251547;SCHEMBL1773883;DTXSID80201790;C15-H19-O3-P;MFCD00015769;NSC404293;AKOS017343377;diethyl(naphthalen-1-ylmethyl)phosphonate;DIETHYL1-NAPHTHYLMETHYLPHOSPHONATE;AS-65638;Diethyl 1-naphthylmethylphosphonate, 90%;LS-106710;CS-0199154;FT-0624768;FT-0624866;(1)naphthylmethyl-phosphonic acid diethyl ester;D97451;PHOSPHONIC ACID, P-(1-NAPHTHALENYLMETHYL)-, DIETHYL ESTER

Chemical Property of Phosphonic acid, (1-naphthylmethyl)-, diethyl ester

Chemical Property:

• Vapor Pressure: 8.74E-07mmHg at 25°C
• Refractive Index: 1.564-1.568
• Boiling Point: 417.2°Cat760mmHg
• Flash Point: 219.5°C
• PSA: 45.34000
• Density: 1.146g/cm³
• LogP: 4.60590
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 278.10718146
• Heavy Atom Count: 19
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

Diethyl1-Naphthylmethylphosphonate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC=CC2=CC=CC=C21)OCC
• Uses: Diethyl 1-Naphthylmethylphosphonate is an intermediate used to prepare dual inhibitors of leukocyte proteases cathepsin G and chymase.

Technology Process of Phosphonic acid, (1-naphthylmethyl)-, diethyl ester

There total 1 articles about Phosphonic acid, (1-naphthylmethyl)-, diethyl 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:

1-Chloromethylnaphthalene (86-52-2) + triethyl phosphite (122-52-1) → chloroethane (75-00-3) + diethyl 1-naphthylmethylphosphonate (53575-08-9)

Guidance literature:

Reference yield: 90.0%

diethyl 1-naphthylmethylphosphonate (53575-08-9) + phenol (108-95-2,27073-41-2) → ethyl phenyl (naphthalen-1-ylmethyl)phosphonate

Guidance literature:

diethyl 1-naphthylmethylphosphonate; With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 20 ℃; for 0.166667h; Sealed tube;

phenol; In dichloromethane; at 20 ℃; for 0.5h; Sealed tube;

DOI:10.1002/anie.201802082

Reference yield: 87.0%

diethyl 1-naphthylmethylphosphonate (53575-08-9) + 2-methylphenyl aldehyde (529-20-4) → (E)-1-(2-methylphenyl)-2-(1-naphthyl)ethene

Guidance literature:

diethyl 1-naphthylmethylphosphonate; With sodium hydride; In 1,2-dimethoxyethane; at 20 ℃; for 1h; Inert atmosphere;

2-methylphenyl aldehyde; In 1,2-dimethoxyethane; for 4h; Reflux; Inert atmosphere;

DOI:10.1055/s-0036-1588598

upstream raw materials:

1-Chloromethylnaphthalene

triethyl phosphite

Downstream raw materials:

naphthalen-1-ylmethylphosphonic acid

1-phenyl-4-(1-naphthylmethylene)piperidine

9-benzenesulfonyl-4-(1-naphthylethenyl)carbazole

9-benzenesulfonyl-3-(1-naphthylethenyl)carbazole

Refernces