41920-22-3

Basic information

• Product Name: Phosphonic acid, [diazo(4-methoxyphenyl)methyl]-, dimethyl ester
• CAS NO: 41920-22-3
• Molecular Formula: C10H13N2O4P
• Molecular Weight: 256.198
• Mol File: 41920-22-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [diazo(4-methoxyphenyl)methyl]-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [diazo(4-methoxyphenyl)methyl]-, dimethyl ester(41920-22-3)
• EPA Substance Registry System: Phosphonic acid, [diazo(4-methoxyphenyl)methyl]-, dimethyl ester(41920-22-3)

Safety Data

• Hazardous Substances Data: 41920-22-3(Hazardous Substances Data)

Upstream product

• 41920-28-9 anti-p-Anisoylphosphonsaeuredimethylester-p-tosylhydrazon 
• 10570-48-6 dimethyl 4-methoxybenzoylphosphonate 
• 696-62-8 para-iodoanisole 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 41920-28-9 C₁₇H₂₁N₂O₆PS 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 73558-92-6 4-(Dimethylphosphono)-3-hydroxy-4-(p-methoxyphenyl)-2-cyclopenten-1-one 
• 55271-06-2 3-(4-methoxyphenyl)-1H-indazole 
• 637-69-4 4-Methoxystyrene 
• 73558-69-7 (E)-1-(Dimethylphosphono)-1-p-methoxyphenyl-5-oxo-4-oxaspiro<2.3>hexane 
• 73558-70-0 (Z)-1-(Dimethylphosphono)-1-p-methoxyphenyl-5-oxo-4-oxaspiro<2.3>hexane 
• 39980-29-5 [8-(Dimethoxy-phosphoryl)-3,8-bis-(4-methoxy-phenyl)-tricyclo[5.1.0.0^2,4]oct-5-en-3-yl]-phosphonic acid dimethyl ester 
• 39980-31-9 Dimethylphosphono-p-anisyl-keton-azin 

Relevant articles and documents

Synthesis of α-Aryldiazophosphonates via a Diazo Transfer Reaction

The simple synthetic procedure for preparation of α-aryl-α-diazophosphonates via a diazo transfer reaction is proposed. Benzylphosphonates reacted with tosyl azide (TsN3) in the presence of potassium tert-butoxide (KOtBu) to afford diazophosphonates in a yield up to 79%. The proposed method is general. The reaction uses easily available starting materials, tolerates various functional groups, and may be applied for multi-gram scale synthesis.

Geminal difunctionalization of α-diazo arylmethylphosphonates: Synthesis of fluorinated phosphonates

A general approach towards diverse fluorinated phosphonates via geminal difunctionalization reactions of α-diazo arylmethylphosphonates is described. The diazo functionality (RR′CN2) is successfully converted to RR′CF2, RR′CHF, RR′CFBr or RR′CFNR′′2 groups by employing different fluorination reagents. A variety of fluorinated organophosphorus compounds were readily accessed in good to excellent yields from a common type of precursor.

Cu(I)-Catalyzed Tandem Reaction of Carbene Coupling and Horner-Wadsworth-Emmons Type Olefination: Access toward Enynes

A novel strategy to synthesize 1,3-enynes has been successfully developed based on Cu(I)-catalyzed cross-coupling of α-diazo phosphonates and alkynes with a subsequent Horner-Wadsworth-Emmons (HWE) type reaction. This method provides straightforward access to conjugated enynes with high efficiency, good stereoselectivity and excellent functional group compatibility. Copper(I) carbene migratory insertion plays a crucial role in this transformation.