2-(Diphenylphosphino)benzaldehyde

Base Information

• Chemical Name: 2-(Diphenylphosphino)benzaldehyde
• CAS No.: 50777-76-9
• Molecular Formula: C19H15OP
• Molecular Weight: 290.301
• Hs Code.: 29310099
• European Community (EC) Number: 627-711-4
• UNII: 5M9BQ2FEC8
• DSSTox Substance ID: DTXSID50373019
• Nikkaji Number: J617.981I
• Wikipedia: 2-Diphenylphosphinobenzaldehyde
• Wikidata: Q4596874
• Mol file: 50777-76-9.mol

Synonyms:2-(Diphenylphosphino)benzaldehyde;50777-76-9;2-Diphenylphosphinobenzaldehyde;2-diphenylphosphanylbenzaldehyde;Benzaldehyde, 2-(diphenylphosphino)-;o-(Diphenylphosphino)benzaldehyde;(2-Formylphenyl)diphenylphosphine;5M9BQ2FEC8;MFCD00013367;2- diphenylphosphino formaldehyde;2-(diphenylphosphanyl)benzaldehyde;UNII-5M9BQ2FEC8;o-Diphenylphosphinobenzaldehyde;SCHEMBL705407;2-Formylphenyldiphenylphosphine;SCHEMBL8464217;DTXSID50373019;DRCPJRZHAJMWOU-UHFFFAOYSA-N;AMY39359;BCP05529;AKOS004909029;CS-W014553;GC10227;2-(Diphenylphosphino)benzaldehyde, 97%;AS-14898;BP-12624;SY029813;D4411;FT-0639943;EN300-7386263;A828295;J-506400;Q4596874;Z3018592683;(2-Formylphenyl)diphenylphosphine, o-(Diphenylphosphino)benzaldehyde;(2-FORMYLPHENYL)DIPHENYLPHOSPHINE;2-(DIPHENYLPHOSPHINO)BENZALDEHYDE;DPPBDE;O-(DIPHENYLPHOSPHINO)BENZALDEHYDE

Chemical Property of 2-(Diphenylphosphino)benzaldehyde

Chemical Property:

• Melting Point: 112-115 °C(lit.)
• Boiling Point: 417.444 °C at 760 mmHg
• Flash Point: 206.263 °C
• PSA: 30.66000
• LogP: 3.25730
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• 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:

99.9% ^*data from raw suppliers

2-Diphenylphosphinobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3C=O
• Uses: suzuki reaction

Technology Process of 2-(Diphenylphosphino)benzaldehyde

There total 25 articles about 2-(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: 93.0%

N,N-diethyl 2-diphenylphosphinobenzamide (143024-49-1) → (2-formylphenyl)(diphenyl)phosphine (50777-76-9)

Guidance literature:

With zirconocene dichloride; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at 20 ℃; for 0.0333333h; Inert atmosphere;

DOI:10.1021/ol403183a

Reference yield: 85.0%

ortho-bromobenzaldehyde (6630-33-7) + diphenylphosphane (829-85-6) → (2-formylphenyl)(diphenyl)phosphine (50777-76-9)

Guidance literature:

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 2h; Heating;

DOI:10.1002/1615-4169(200108)343:6/7<711::aid-adsc711>3.3.co;2-t

Reference yield: 85.0%

2-(ortho-diphenylphosphinophenyl)-1,3-dioxolane (50777-73-6) → (2-formylphenyl)(diphenyl)phosphine (50777-76-9)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; for 8h; Reflux;

DOI:10.1039/c0dt01612h

upstream raw materials:

2-(diphenylphosphinoyl)benzaldehyde

2-(ortho-diphenylphosphinophenyl)-1,3-dioxolane

ortho-bromobenzaldehyde

diphenylphosphane

Downstream raw materials:

N-[2-(diphenylphosphanyl)benzylidene]-N-ethylamine

(S,S)-N,N'-bis[o-(diphenylphosphino)benzylidene]-1,2-diiminocyclohexane

Refernces

• 1、 Xiao, Peihong,Tang, Zhixing,Wang, Kai,Chen, Hua,Guo, Qianyou,Chu, Yang,Gao, Lu,Song, Zhenlei. "Chemoselective Reduction of Sterically Demanding N,N-Diisopropylamides to Aldehydes". . p. 1687 - 1700. Retrieved 2018/02/23.
• 2、 Li, Yuanming,Chakrabarty, Shyamal,Mück-Lichtenfeld, Christian,Studer, Armido. "Ortho-Trialkylstannyl Arylphosphanes by C-P and C-Sn Bond Formation in Arynes". . p. 802 - 806. Retrieved 2016/02/27.