3-(Diphenylphosphino)benzaldehyde

Base Information

• Chemical Name: 3-(Diphenylphosphino)benzaldehyde
• CAS No.: 50777-69-0
• Molecular Formula: C19H15OP
• Molecular Weight: 290.301
• DSSTox Substance ID: DTXSID50477389
• Nikkaji Number: J1.727.572K
• Wikidata: Q82309883
• Mol file: 50777-69-0.mol

Synonyms:3-(Diphenylphosphino)benzaldehyde;50777-69-0;3-diphenylphosphanylbenzaldehyde;3-(DIPHENYLPHOSPHANYL)BENZALDEHYDE;SCHEMBL23879213;DTXSID50477389;AMY21600;CS-0203283;A934546

Chemical Property of 3-(Diphenylphosphino)benzaldehyde

Chemical Property:

• PSA: 30.66000
• LogP: 3.25730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 290.086052095
• Heavy Atom Count: 21
• Complexity: 300

Purity/Quality:

≥95% ^*data from raw suppliers

3-(Diphenylphosphino)benzaldehyde 95+% ^*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(C2=CC=CC=C2)C3=CC=CC(=C3)C=O

Technology Process of 3-(Diphenylphosphino)benzaldehyde

There total 8 articles about 3-(Diphenylphosphino)benzaldehyde 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: 78.0%

(3-bromophenyl)(diphenyl)phosphine (10212-03-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-(diphenylphosphanyl)benzaldehyde (50777-69-0)

Guidance literature:

(3-bromophenyl)(diphenyl)phosphine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1002/anie.200701255

Reference yield: 34.0%

m-bromobenzoic aldehyde (3132-99-8) + triphenylphosphine (603-35-0) → 3-(diphenylphosphanyl)benzaldehyde (50777-69-0)

Guidance literature:

With palladium diacetate; at 115 ℃; for 2.5h;

DOI:10.1016/S0040-4039(02)00582-8

Reference yield:

(3-(1,3-dioxolan-2-yl)phenyl)diphenylphosphine (50777-67-8) → 3-(diphenylphosphanyl)benzaldehyde (50777-69-0)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 16h; Heating;

DOI:10.1039/b201720m

upstream raw materials:

m-bromobenzoic aldehyde

triphenylphosphine

(3-(1,3-dioxolan-2-yl)phenyl)diphenylphosphine

3-(1,3-dioxolan-2-yl)-phenylbromide

Downstream raw materials:

[3-(diphenylphosphino)benzyl]-N,N-bis(2-pyridyl-2-ethyl)amine

pentacarbonyl(phenyl-3-carbaldehyde diphenylphosphine-κP)tungsten

3-Ph₂PC₆H₄CH=Ni-Pr

3-Ph₂PC₆H₄CH=Nt-Bu

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