Phosphonic acid, (2-naphthalenylmethyl)-

Base Information

• Chemical Name: Phosphonic acid, (2-naphthalenylmethyl)-
• CAS No.: 16672-84-7
• Molecular Formula: C11H11O3P
• Molecular Weight: 222.17700
• DSSTox Substance ID: DTXSID70395172
• Nikkaji Number: J687.964K
• ChEMBL ID: CHEMBL54314
• Mol file: 16672-84-7.mol

Synonyms:16672-84-7;Phosphonic acid, (2-naphthalenylmethyl)-;2-Naphthylmethylphosphonic acid;Naphthalen-2-ylmethylphosphonic Acid;2-Naphtylmethylphosphonic acid;CHEMBL54314;SCHEMBL915502;DTXSID70395172;HELZKSLXGDCKJK-UHFFFAOYSA-N;MFCD00960988;(2-Naphthalenylmethyl)phosphonic acid;AKOS017345025;[(naphthalen-2-yl)methyl]phosphonic acid

Chemical Property of Phosphonic acid, (2-naphthalenylmethyl)-

Chemical Property:

• Boiling Point: 478.0±38.0 °C(Predicted)
• PKA: 2.22±0.10(Predicted)
• PSA: 67.34000
• Density: 1.397±0.06 g/cm3(Predicted)
• LogP: 2.51750
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 222.04458121
• Heavy Atom Count: 15
• Complexity: 261

Purity/Quality:

99.90% ^*data from raw suppliers

2-NAPHTHYLMETHYLPHOSPHONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)CP(=O)(O)O

Technology Process of Phosphonic acid, (2-naphthalenylmethyl)-

There total 5 articles about Phosphonic acid, (2-naphthalenylmethyl)- 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: 93.0%

(naphthalen-2-ylmethyl)phosphonic acid diethyl ester (57277-25-5) → 2-Naphthylmethylphosphonic acid (16672-84-7)

Guidance literature:

(naphthalen-2-ylmethyl)phosphonic acid diethyl ester; With trimethylsilyl bromide; at 20 ℃; Inert atmosphere;

In methanol; Reflux; Inert atmosphere;

DOI:10.1039/c9dt03875b

Reference yield:

(2-naphthalenylmethyl)phosphonic acid dimethyl ester (96314-45-3) → 2-Naphthylmethylphosphonic acid (16672-84-7)

Guidance literature:

In hydrogenchloride;

Reference yield:

2-bromomethylnaphthyl bromide (939-26-4) → 2-Naphthylmethylphosphonic acid (16672-84-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / 12 h / 140 °C

2: 85 percent / conc. hydrochloric acid / 6 h / Heating

With hydrogenchloride;

upstream raw materials:

(naphthalen-2-ylmethyl)phosphonic acid diethyl ester

2-bromomethylnaphthyl bromide

(2-naphthalenylmethyl)phosphonic acid dimethyl ester

Downstream raw materials:

(2S,4S,5R)-2-[(1R)-Fluoro(2-naphthyl)methyl]-3,4-dimethyl-2-oxo-5-phenyl-1,3,2λ⁵-oxazaphospholidine

(2S,4S,5R)-2-[(1S)-Fluoro(2-naphthyl)methyl]-3,4-dimethyl-2-oxo-5-phenyl-1,3,2λ⁵-oxazaphospholidine

(2R,4S,5R)-2-[(1R)-Fluoro(2-naphthyl)methyl]-3,4-dimethyl-2-oxo-5-phenyl-1,3,2λ⁵-oxazaphospholidine

(2R,4S,5R)-2-[(1S)-Fluoro(2-naphthyl)methyl]-3,4-dimethyl-2-oxo-5-phenyl-1,3,2λ⁵-oxazaphospholidine

Refernces

• 1、 Kotoris, Christopher C.,Wen, Wcndy,Lough, Alan,Taylor, Scott D.. "Preparation of chiral α-monofluoroalkylphosphonic acids and their evaluation as inhibitors of protein tyrosine phosphatase 1B". . p. 1271 - 1281. Retrieved 2007/10/03.
• 2、 Mouysset,Bellan,Payard,Tisne-Versailles. "Research on the calcium inhibition of a heterocyclic oxygen compound series". . p. 805 - 813. Retrieved 2007/10/02.