Diethyl 3-hydroxyphenylphosphonate

Base Information

• Chemical Name: Diethyl 3-hydroxyphenylphosphonate
• CAS No.: 33733-32-3
• Molecular Formula: C10H15 O4 P
• Molecular Weight: 230.2
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID50378665
• Wikidata: Q82168178
• ChEMBL ID: CHEMBL1502770
• Mol file: 33733-32-3.mol

Synonyms:33733-32-3;diethyl 3-hydroxyphenylphosphonate;3-diethoxyphosphorylphenol;diethyl (3-hydroxyphenyl)phosphonate;DIETHYL(3-HYDROXYPHENYL)PHOSPHONATE;Phosphonic acid, (3-hydroxyphenyl)-, diethyl ester;MLS000689713;SCHEMBL2364152;CHEMBL1502770;DTXSID50378665;HMS2603F13;MFCD01112119;STK758126;AKOS001487971;SMR000312957

Chemical Property of Diethyl 3-hydroxyphenylphosphonate

Chemical Property:

• PSA: 65.57000
• LogP: 2.28360
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 230.07079595
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

Diethyl (3-hydroxyphenyl)phosphonate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl 3-hydroxyphenylphosphonate

There total 3 articles about Diethyl 3-hydroxyphenylphosphonate 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: 76.0%

3-Bromophenol (591-20-8) + phosphonic acid diethyl ester (762-04-9) → (3-hydroxy-phenyl)-phosphonic acid diethyl ester (33733-32-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; at 130 ℃; for 20h; Green chemistry;

DOI:10.3184/174751913X13686082295417

Reference yield:

(3-aminophenyl)phosphonate de diethyle (89277-85-0) → (3-hydroxy-phenyl)-phosphonic acid diethyl ester (33733-32-3)

Guidance literature:

With hydrogenchloride; ethyl nitrite;

DOI:10.1021/ja01609a036

Reference yield:

diethyl (3-nitrophenyl)phosphonate (89277-95-2) → (3-hydroxy-phenyl)-phosphonic acid diethyl ester (33733-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Raney nickel / Hydrogenation

2: ethyl nitrite; aqueous HCl

With hydrogenchloride; ethyl nitrite; nickel;

DOI:10.1021/ja01609a036

upstream raw materials:

(3-aminophenyl)phosphonate de diethyle

3-Bromophenol

phosphonic acid diethyl ester

diethyl (3-nitrophenyl)phosphonate

Downstream raw materials:

diethyl ((5-(biphenyl-4-yl)-6-chloro-1H-benzimidazol-2-yl)oxy)phenyl-3-phosphonate