38031-27-5

Basic information

• Product Name: Benzenemethanamine, a-(diphenylphosphinyl)-
• CAS NO: 38031-27-5
• Molecular Formula: C19H18NOP
• Molecular Weight: 307.332
• Mol File: 38031-27-5.mol

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, a-(diphenylphosphinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, a-(diphenylphosphinyl)-(38031-27-5)
• EPA Substance Registry System: Benzenemethanamine, a-(diphenylphosphinyl)-(38031-27-5)

Safety Data

• Hazardous Substances Data: 38031-27-5(Hazardous Substances Data)

Upstream product

• 28867-76-7 benzaldehyde benzylidenehydrazone 
• 92-29-5 hydrobenzamide 
• 76202-74-9 N,N'-Bis-[(diphenyl-phosphinoyl)-phenyl-methyl]-C-phenyl-methanediamine 
• 7699-79-8 benzhydrylidene-benzyl-amine 
• 1499-21-4 Diphenylphosphinic chloride 
• 100-52-7 benzaldehyde 
• 4559-70-0 Diphenylphosphine oxide 
• 135738-78-2 (N-Benzylidenehydrazino)benzyldiphenylphosphine oxide 
• 762-04-9 phosphonic acid diethyl ester 
• 18108-02-6 (α-Fluorsulfonylaminobenzyl)-diphenylphosphinoxid 

Downstream Products

• 140157-02-4 [2,2-Dimethyl-prop-(E)-ylidene]-[(diphenyl-phosphinoyl)-phenyl-methyl]-amine 
• 119-61-9 benzophenone 
• 183230-90-2 3-(diphenylphosphinoyl)-3-phenyl-1-(2-thienyl)-2-azapropene 

Relevant articles and documents

Synthesis of β-Phosphinolactams from Phosphenes and Imines

Various cis-β-phosphinolactams are synthesized stereoselectively for the first time from imines and diazo(aryl)methyl(diaryl)phosphine oxides under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo the Wolf rearrangement to generate phosphenes. Imines nucleophilically attack the phosphenes followed by an intramolecular nucleophilic addition via less steric transition states to give final cis-β-phosphinolactams. C-Styrylimines generally give rise to β-phosphinolactams in higher yields than C-arylimines. The stereoselectivity and proposed mechanism are rationalized by DFT theoretical calculation.

Transition Metal-Free Synthesis of α-Aminophosphine Oxides through C(sp3)?P Coupling of 2-Azaallyls

Radical reactions have been widely applied in C?P bond-forming strategies. Most of these strategies require initiators, transition metal catalysts, or organometallic reagents. Herein, a transition metal-free C(sp3)?P bond formation to prepare α

Sigmatropic Isomerizations in 2-Azaallyl Systems. XV. Peculiarties of N-Benzylarylcarboximidoyl Chloride Reaction with Ethyl Diphenylphosphinite

N-Benzyl derivatives of arylcarboximidoyl chloride react with ethyl diphenylphosphinite to form a mixture of the prototropic isomers Ph2P(O)C(C6H4X)=NCH2Ph and Ph2P(O)CH(C6H4X)N=CHPh (X = H, 3-F, 4-F). The irreversible Ph2P(O)C(C6H4X)=NCH2Ph → Ph2P(O)CH(C6H4X)N=CHPh prototropic isomerization takes place on heating. An alternative scheme of Ph2P(O)CH(C6H4X)N=CHPh formation includes 1,3-proton transfer in an intermediate quasiphosphonium imidoyl derivative and subsequent dealkylation. For Ph2P(O)CH(C6H4X)N=CHPh a thermolytic reversible transfer of the Ph2P(O) group in the C=N-C triad is found.

PHOSPHORUS ANALOGUES OF AMINO ACIDS AND PEPTIDES XII. REACTION OF SODIUM DIETHYL PHOSPHITE WITH AROMATIC ALDAZINES AND HYDRAZONES

The mechanism of the reaction of sodium diethyl phosphite with aromatic aldazines has been investigated.The initially formed monoaddition product (4) reacts with the excess of phosphorus reagent prior to the conceivable addition of diethyl phosphite to the C=N double bond.Cleavage of the N-N single bond is initiated by Single Electron Transfer from phosphite anion to the conjugated N=CH-Ph bond system.The scope of the reaction can be extended to other aromatic hydrazones.There is strong evidence to support the operation of a non-chain SET mechanism.