Bis(hydroxymethyl)phenylphosphine

Base Information

• Chemical Name: Bis(hydroxymethyl)phenylphosphine
• CAS No.: 3127-08-0
• Molecular Formula: C8H11 O2 P
• Molecular Weight: 170.148
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID30185192
• Nikkaji Number: J1.153.632H
• Wikidata: Q83056191
• Mol file: 3127-08-0.mol

Synonyms:Bis(hydroxymethyl)phenylphosphine;3127-08-0;(Phenylphosphinidene)dimethanol;(Phenylphosphinidene)bismethanol;[hydroxymethyl(phenyl)phosphanyl]methanol;BRN 0908085;Methanol, (phenylphosphinidene)bis-;Methanol, (phenylphosphinidene)di-;Methanol, (phenylphosphinidene)bis- (9CI);(phenylphosphinediyl)dimethanol;SCHEMBL1465059;DTXSID30185192;MFCD01311823;LS-91048;[(HYDROXYMETHYL)(PHENYL)PHOSPHANYL]METHANOL

Chemical Property of Bis(hydroxymethyl)phenylphosphine

Chemical Property:

• Vapor Pressure: 0.000367mmHg at 25°C
• Melting Point: 56-58°C
• Boiling Point: 305.1°Cat760mmHg
• Flash Point: 138.3°C
• PSA: 54.05000
• Density: g/cm³
• LogP: 0.69340
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 170.04966659
• Heavy Atom Count: 11
• Complexity: 98.3

Purity/Quality:

99% ^*data from raw suppliers

(PHENYLPHOSPHINIDENE)DIMETHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Bis(hydroxymethyl)phenylphosphine

There total 4 articles about Bis(hydroxymethyl)phenylphosphine 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: 100.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + phenylphosphane (638-21-1) → bis(hydroxymethyl)phenylphosphine (3127-08-0)

Guidance literature:

Heating;

DOI:10.1007/BF00954289

Reference yield:

Dichlorophenylphosphine (644-97-3) → bis(hydroxymethyl)phenylphosphine (3127-08-0)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium; ammonium formate / tetrahydrofuran / 2.5 h / 20 - 66 °C / Inert atmosphere

2: sodium t-butanolate / tetrahydrofuran / 4 h / Inert atmosphere; Heating

With ammonium formate; magnesium; sodium t-butanolate; In tetrahydrofuran;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Phenylphosphanyl-methanol → bis(hydroxymethyl)phenylphosphine (3127-08-0)

Guidance literature:

upstream raw materials:

formaldehyd

phenylphosphane

Dichlorophenylphosphine

Downstream raw materials:

1,3-di-para-tolyl-5-phenyl-1,3,5-diazaphosphorinane

Propyl-butyl-phenyl-phosphin

1,3,5-triphenyl-1,3,5-dioxaphosphorinane

r-1,trans-2(e),6(e)-triphenyl-4-phosphorinanone

Refernces

Novel chiral 1,5-diaza-3,7-diphosphacyclooctane ligands and their transition metal complexes

10.1039/b300754e

The research focuses on the synthesis and application of novel chiral 1,5-diaza-3,7-diphosphacyclooctane ligands and their transition metal complexes. The key chemicals involved in this research include bis(hydroxymethyl)phenylphosphine and (R)- or (S)-α-methylbenzylamine, which were used to synthesize the chiral bisphosphine ligands 1,5-(R,R)- and 1,5-(S,S)-bis(α-methylbenzyl)-3,7-diphenyl-1,5-diaza-3,7-diphosphacyclooctane (1r and 1s). These ligands were then reacted with [MCl2(cod)] (M = Pt, Pd; cod = 1,5-cyclooctadiene) and [{ReBr(CO)3(thf)}2] to form various chiral chelate complexes of PtII (2r, 3r, and 3s), PdII (4s, 5s), and ReI (6r). The synthesized compounds were characterized using multinuclear NMR (1H, 13C, 31P) and IR spectroscopy. Additionally, compound 1s was utilized to create a palladium catalyst for the copolymerization of carbon monoxide and norbornadiene, with the resulting copolymers being characterized by GPC, 1H and 13C NMR spectroscopy, and elemental analysis.