50917-73-2

Basic information

• Product Name: DIETHYL-N-BENZYLIDENEAMINOMETHYLPHOSPHONATE
• Synonyms: DIETHYL-N-BENZYLIDENEAMINOMETHYLPHOSPHONATE;DIETHYL [(BENZYLIDENEAMINO)METHYL]PHOSPHONATE;diethyl 1-benzylideneaminomethylphosphonate;DIETHYL-N-BENZYLIDENEAMINOMETHYLPHOSPHONATE: STABILIZED WITH 0.5% NA2CO3;Diethyl-(N-benzylideneaminomethyl)phosphonate, stabilized, min. 95 %
• CAS NO: 50917-73-2
• Molecular Formula: C₁₂H₁₈NO₃P
• Molecular Weight: 255.25
• Product Categories: C-C Bond Formation;Horner-Wadsworth-Emmons Reagents;Building Blocks;Chemical Synthesis;Olefination;Organic Building Blocks;Phosphonates/Phosphinates;Phosphorus Compounds;Synthetic Reagents
• Mol File: 50917-73-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 349.797 °C at 760 mmHg
• Flash Point: >110°C
• Appearance: /
• Density: 1.119g/mLat 25℃
• Vapor Pressure: 9.27E-05mmHg at 25°C
• Refractive Index: n20/D 1.521
• PKA: 1.58±0.50(Predicted)
• CAS DataBase Reference: DIETHYL-N-BENZYLIDENEAMINOMETHYLPHOSPHONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL-N-BENZYLIDENEAMINOMETHYLPHOSPHONATE(50917-73-2)
• EPA Substance Registry System: DIETHYL-N-BENZYLIDENEAMINOMETHYLPHOSPHONATE(50917-73-2)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38-25
• Safety Statements: 26-36/37/39-45-36
• RIDADR: UN 2810 6.1 / PGIII
• Hazardous Substances Data: 50917-73-2(Hazardous Substances Data)

Usage

Uses

Diethyl [(Benzylideneamino)methyl] Phosphonate is a reagent used in the preparation of β-lactams, α-aminophosphonic acids and for quaternary carbon formation.

InChI:InChI=1/C12H18NO3P/c1-3-15-17(14,16-4-2)11-13-10-12-8-6-5-7-9-12/h5-10H,3-4,11H2,1-2H3

Upstream product

• 50917-72-1 aminomethylphosphonic acid diethyl ester 
• 100-52-7 benzaldehyde 
• 50917-84-5 diethyl N-benzylaminomethylphosphonate hydrochloride 
• 17982-55-7 diethyl (azidomethyl)phosphonate 
• 94807-27-9 O,O-diethyl N,N-bis(trimethylsilyl)aminomethylphosphonate 

Downstream Products

• 67257-59-4 (5-Chloro-1-{[1-phenyl-meth-(E)-ylidene]-amino}-pentyl)-phosphonic acid diethyl ester 
• 67257-46-9 (4-Chloro-1-{[1-phenyl-meth-(E)-ylidene]-amino}-butyl)-phosphonic acid diethyl ester 
• 64244-33-3 [1-Phenyl-meth-(E)-ylidene]-((E)-styryl)-amine 
• 137619-04-6 (1-{[1-Phenyl-meth-(E)-ylidene]-amino}-2-pyridin-4-yl-ethyl)-phosphonic acid diethyl ester 
• 137619-02-4 (1-{[1-Phenyl-meth-(E)-ylidene]-amino}-2-pyridin-2-yl-ethyl)-phosphonic acid diethyl ester 
• 137619-03-5 (1-{[1-Phenyl-meth-(E)-ylidene]-amino}-2-pyridin-3-yl-ethyl)-phosphonic acid diethyl ester 
• 82240-47-9 (1R,3S,3aS,7aS)-1-(Diethoxy-phosphoryl)-3-phenyl-octahydro-isoindole-3a-carboxylic acid ethyl ester 
• 117083-25-7 (3R,3aR,7aR)-3-Phenyl-3,4,5,6,7,7a-hexahydro-isoindole-3a-carboxylic acid ethyl ester 
• 344419-91-6 [1-Phenyl-meth-(E)-ylidene]-(2-propyl-pent-1-enyl)-amine 
• 67257-54-9 (2S,3R,4R,5S)-5-(Diethoxy-phosphoryl)-4-methyl-2-phenyl-pyrrolidine-3-carboxylic acid ethyl ester 
• 117083-37-1 (2R,3S,5R)-5-(Diethoxy-phosphoryl)-4,4-dimethyl-2-phenyl-pyrrolidine-3-carboxylic acid ethyl ester; compound with picric acid 
• 117102-91-7 (2S,3R)-4,4-Dimethyl-2-phenyl-3,4-dihydro-2H-pyrrole-3-carboxylic acid ethyl ester 
• 130828-84-1 O,O-diethyl-1-N-benzyliden-amino-2-(4-bromophenyl)ethylphosphonate 
• 117103-08-9 4-Methyl-2-phenyl-4,5-dihydro-3H-pyrrole-3-carboxylic acid ethyl ester 

Relevant articles and documents

Cyclic ketones in spiroannulation

Conversion of a cyclic carbonyl carbon into a quaternary carbon has been effected by a Wittig-Horner reaction with diethyl (N-benzyliden) aminomethylphosphonate and a subsequent alkylation with a protected vinyl ketone. The product was a substrate for spiroannulation after initial hydrolysis. The reaction sequence was carried out as a one-pot reaction. Copyright Taylor & Francis Group, LLC.

Synthesis of diethyl α-(o-nitroaryl)phosphoglycines via oxidative nucleophilic substitution of hydrogen in nitroarenes

The carbanion of protected diethyl phosphoglycinate adds to nitroarenes in liquid ammonia in ortho position to the nitro group. Subsequent oxidation of the resulting adduct σH with potassium permanganate gave N-protected diethyl α-(o-nitroaryl)phosphoglycinates. Georg Thieme Verlag Stuttgart New York.

1,3-Dipolar cycloaddition of several azomethine ylides to [60]fullerene: Synthesis of derivatives of 2′,5′-dihydro-1′H-pyrrolo[3′,4′:1,2][60]fullerene

Imines 1 have been prepared by the condensation of benzaldehyde and corresponding primary amines in which the ester group, phosphonate ester group and depsipeptide are introduced. [60]Fullerene reacts with imines 1 to give the corresponding isomers of fullerene-fused proline derivatives 2 via a process of 1,3-dipolar cycloaddition. 1,3,5-Tris(ethoxycarbonylmethyl)perhydro-1,3,5-triazine 4, which has been prepared by the condensation of ethyl glycinate with paraformaldehyde, depolymerizes thermally to provide an azomethine ylide which reacts with [60]fullerene to afford ethyl 2′,5′-dihydro-1′H-pyrrolo-[3′,4′:1,2][60] fullerene-2′-carboxylate 5. 2-Phenyl-4,5-dihydrooxazol-5-one 6 tautomerizes thermally to form the mesoionic oxazolium 5-oxide 6a, which then, as a cyclic azomethine ylide, combines further with [60]fullerene to give 5′-phenyl-2′H-pyrrolo[3′,4′:1,2][60]fullerene 7 which possesses Cs symmetry.