52221-91-7

Basic information

• Product Name: diethyl (3-phenylpropyl)phosphonate
• Synonyms: diethyl (3-phenylpropyl)phosphonate
• CAS NO: 52221-91-7
• Molecular Weight: 256.282
• Mol File: 52221-91-7.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: diethyl (3-phenylpropyl)phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (3-phenylpropyl)phosphonate(52221-91-7)
• EPA Substance Registry System: diethyl (3-phenylpropyl)phosphonate(52221-91-7)

Safety Data

• Hazardous Substances Data: 52221-91-7(Hazardous Substances Data)

Upstream product

• 455-13-0 4-Iodobenzotrifluoride 
• 52378-69-5 diethyl cinnamylphosphonate 
• 1262726-78-2 C₁₃H₂₁N₂O₃P 
• 112221-15-5 diethyl 3-iodo-n-propylphosphonate 
• 23665-09-0 phenylzinc iodide 
• 762-04-9 Diethyl phosphonate 
• 122-78-1 phenylacetaldehyde 
• 106938-62-9 (diethoxyphosphinyl)methyl trifluoromethanesulfonate 
• 3084-40-0 diethyl (1-hydroxymethyl)phosphonate 
• 300-57-2 allylbenzene 
• 762-04-9 phosphonic acid diethyl ester 
• 52378-69-5 diethyl (E)-cinnamylphosphonate 
• 637-59-2 1-Bromo-3-phenylpropane 
• 122-52-1 triethyl phosphite 

Downstream Products

• 250350-97-1 {1-2,6-Dibromo-4-(6-bromo-benzo[b]naphtho[2,3-d]thiophen-11-yl)-phenoxyl-3-phenyl-propyl }-phosphonic acid, diethyl ester 
• 100799-80-2 [3-(4-nitro-phenyl)-propyl]-phosphonic acid diethyl ester 
• 50577-84-9 3-phenylpropylphosphonic acid 
• 54176-78-2 [3-(4-amino-phenyl)-propyl]-phosphonic acid diethyl ester 
• 114617-50-4 (3-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-propyl)-phosphonic acid diethyl ester 

Relevant articles and documents

Modular and Facile Access to Chiral α-Aryl Phosphates via Dual Nickel- and Photoredox-Catalyzed Reductive Cross-Coupling

Chiral phosphine-containing skeletons are important motifs in bioactive natural products, pharmaceuticals, chiral catalysts, and ligands. Herein, we report a general and modular platform to access chiral α-aryl phosphorus compounds via a Ni/photoredox-catalyzed enantioconvergent reductive cross-coupling between α-bromophosphates and aryl iodides. This dual catalytic regime exhibited high efficiency and good functional group compacity. A wide variety of substrates bearing a diverse set of functional groups could be converted into chiral phosphates in good to excellent yields and enantioselectivities. The utility of the method was also demonstrated by the development of a new phosphine ligand and the synthesis of enzyme inhibitor derivatives. The detailed mechanistic studies supported a radical chain process and revealed a unique distinction compared with traditional reductive cross-coupling.

Nickel-Catalyzed Enantioconvergent Reductive Hydroalkylation of Olefins with α-Heteroatom Phosphorus or Sulfur Alkyl Electrophiles

Substantial advances in enantioconvergent C(sp3)-C(sp3) bond formation reactions have been made in recent years through the use of transition-metal-catalyzed cross-coupling reactions of racemic secondary alkyl electrophiles with organometallic reagents. Herein, we report a general process for the asymmetric construction of alkyl-alkyl bonds adjacent to heteroatoms, namely, a nickel-catalyzed enantioconvergent reductive hydroalkylation of olefins with α-heteroatom phosphorus or sulfur alkyl electrophiles. Including the use of readily available olefins, this reaction has considerable advantages, such as mild reaction conditions, a broad substrate scope, and good functional group compatibility, making it a desirable alternative to traditional electrophile-nucleophile cross-coupling reactions.

Copper-catalyzed synthesis of alkylphosphonates from H-phosphonates and N-tosylhydrazones

A new catalytic system for the alkylation of H-phosphonates and diphenylphosphine oxide with N-tosylhydrazones has been developed. In the presence of copper(I) iodide and base, H-phosphonates react with N-tosylhydrazones to afford the corresponding coupled alkylphosphonates in good to excellent yields without any ligands. Alkylphosphonates can also be prepared in a one-pot process directly from carbonyl compounds without the isolation of tosylhydrazone intermediates.