[Phenyl(propan-2-yl)phosphoryl]methanol

Base Information

• Chemical Name: [Phenyl(propan-2-yl)phosphoryl]methanol
• CAS No.: 106649-32-5
• Molecular Formula: C10H15O2P
• Molecular Weight: 198.202
• DSSTox Substance ID: DTXSID50544343
• Nikkaji Number: J2.510.468D
• Mol file: 106649-32-5.mol

Synonyms:[Phenyl(propan-2-yl)phosphoryl]methanol;106649-32-5;DTXSID50544343

Chemical Property of [Phenyl(propan-2-yl)phosphoryl]methanol

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 198.08096671
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)P(=O)(CO)C1=CC=CC=C1

Technology Process of [Phenyl(propan-2-yl)phosphoryl]methanol

There total 2 articles about [Phenyl(propan-2-yl)phosphoryl]methanol 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (±)-isopropyl(phenyl)phosphine oxide (63762-20-9) → isopropyl(1-hydroxymethyl)phenylphosphine oxide (106649-32-5)

Guidance literature:

With sodium; In ethanol; for 24h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1021/jo502623g

Reference yield: 68.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethyl Phenylphosphinate (172487-18-2,2511-09-3) + isopropylmagnesium bromide (920-39-8) → isopropyl(1-hydroxymethyl)phenylphosphine oxide (106649-32-5)

Guidance literature:

ethyl Phenylphosphinate; isopropylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 2h;

formaldehyd; With tert.-butyl lithium; In tetrahydrofuran; at -15 ℃; for 2h; Further stages.;

DOI:10.1080/00397910701386154

Reference yield: 90.0%

borane-THF (14044-65-6) + isopropyl(1-hydroxymethyl)phenylphosphine oxide (106649-32-5) → 1-hydroxymethyl(isopropyl)phenylphosphine-borane (565232-53-3,565450-03-5)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 4.03h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo502623g

upstream raw materials:

formaldehyd

(±)-isopropyl(phenyl)phosphine oxide

ethyl Phenylphosphinate

isopropylmagnesium bromide

Downstream raw materials:

(Chloromethyl-isopropyl-phosphinoyl)-benzene

1-hydroxymethyl(isopropyl)phenylphosphine-borane