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2-Diphenylphosphinobenzaldehyde
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June 2024
2-Diphenylphosphinobenzaldehyde.svg 2-(Diphenylphosphanyl)benzaldehyde correct CAS 50777-76-9 correct FDA 5M9BQ2FEC8 2754316 2035266 C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3C=O 1/C19H15OP/c20-15-16-9-7-8-14-19(16)21(17-10-3-1-4-11-17)18-12-5-2-6-13-18/h1-15H DRCPJRZHAJMWOU-UHFFFAOYAH 1S/C19H15OP/c20-15-16-9-7-8-14-19(16)21(17-10-3-1-4-11-17)18-12-5-2-6-13-18/h1-15H DRCPJRZHAJMWOU-UHFFFAOYSA-N
C19H15OP yellow solid 118 to 119
07 Warning H315 H319 H335 P261 P264 P264+P265 P271 P280 P302+P352 P304+P340 P305+P351+P338 P319 P321 P332+P317 P337+P317 P362+P364 P403+P233 P405 P501
2-Diphenylphosphinobenzaldehyde is a phosphine ligand with the formula (C6H5)2PC6H4CHO. It is a yellow solid that dissolves in common organic solvents.
Synthesis and reactions
2-Diphenylphosphinobenzaldehyde was first prepared by the reaction of chlorodiphenylphosphine with the Grignard reagent derived from the protected 2-bromobenzaldehyde, followed by deprotection. 10.1002/9780470132524.ch39 39. Substituted Triaryl Phosphines Inorganic Syntheses 2007 Hoots John E. Rauchfuss Thomas B. Wrobleski Debra A. Knachel Howard C. 175–179 9780470132524Schiemenz, Guenter P.; Kaack, Hermann "Aromatische Phosphine mit Substituenten zweiter Ordnung, XIII. Triarylphosphine mit mehreren Carbonyl-Funktionen durch Grignard-Synthese (Aromatic phosphines with second order substituents. XIII. Preparation of triarylphosphines with several carbonyl functions by Grignard synthesis)" Justus Liebigs Annalen der Chemie 1973, vol. 9, pp. 1480-93. 10.1002/jlac.197319730910. It can also be derived from (2-lithiophenyl)diphenylphosphine.
The compound condenses with a variety of amines to give phosphine-imine and phosphine-amine ligands.10.1021/ja003698p Modular Peptide-Based Phosphine Ligands in Asymmetric Catalysis: Efficient and Enantioselective Cu-Catalyzed Conjugate Additions to Five-, Six-, and Seven-Membered Cyclic Enones 2001 Degrado Sylvia J. Mizutani Hirotake Hoveyda Amir H. Journal of the American Chemical Society 123 4 755–756 11456598 2001JAChS.123..755D 10.15227/orgsyn.097.0262 Stereoselective Synthesis of Chiral Sulfinamide Monophosphine Ligands (Ming-Phos)(S, Rs)-M 2020 Hu Anjing Zhan-Ming Zhang Yuanjing Xiao Junliang Zhang Organic Syntheses 97 262–273 235020219 free
References
Category:Tertiary phosphines
Category:Benzaldehydes
Category:Phenyl compounds