2-(Benzyloxy)-2H-1,3,2-benzodioxaphosphole

Base Information

• Chemical Name: 2-(Benzyloxy)-2H-1,3,2-benzodioxaphosphole
• CAS No.: 69626-77-3
• Molecular Formula: C13H11O3P
• Molecular Weight: 246.202
• DSSTox Substance ID: DTXSID70529758
• Wikidata: Q82400421
• Mol file: 69626-77-3.mol

Synonyms:69626-77-3;2-(Benzyloxy)-2H-1,3,2-benzodioxaphosphole;DTXSID70529758

Chemical Property of 2-(Benzyloxy)-2H-1,3,2-benzodioxaphosphole

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 246.04458121
• Heavy Atom Count: 17
• Complexity: 229

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COP2OC3=CC=CC=C3O2

Technology Process of 2-(Benzyloxy)-2H-1,3,2-benzodioxaphosphole

There total 3 articles about 2-(Benzyloxy)-2H-1,3,2-benzodioxaphosphole 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: 80.0%

pyrocatechol phosphorochloridite (1641-40-3) + benzyl alcohol (100-51-6,185532-71-2) → 2-benzyloxy-4,5-benzo-1,3,2-dioxaphospholane (69626-77-3)

Guidance literature:

With N,N-diethylaniline; In benzene; at 20 ℃; for 3h;

DOI:10.1007/BF00959730

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2-benzyloxy-4,5-benzo-1,3,2-dioxaphospholane (69626-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus trichloride; triethylamine / toluene / 24 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

2: triethylamine / dichloromethane / Inert atmosphere; Schlenk technique

With triethylamine; phosphorus trichloride; In dichloromethane; toluene;

DOI:10.1039/c9dt03577j

Reference yield:

→ 2-benzyloxy-4,5-benzo-1,3,2-dioxaphospholane (69626-77-3)

Guidance literature:

Chlorit-I, entspr. Alkohol;

upstream raw materials:

pyrocatechol phosphorochloridite

benzyl alcohol

benzene-1,2-diol

Downstream raw materials:

2-methyl-2-oxo-4,5-benzo-1,3,2-dioxaphospholane

2-benzyl-2-oxo-4,5-benzo-1,3,2-dioxaphospholane

Refernces

• 1、 Koenig, T.,Habicher, W.D.,Haehner, U.,Pionteck, J.,Rueger, C.,Schwetlick, K.. "Syntheses und NMR-Spektren phosphororganischer Antioxidantien und verwandter Verbindungen". . p. 333 - 349. Retrieved 2007/10/02.