2161-16-2

Basic information

• Product Name: Phosphorous acid, ethyl diphenyl ester
• Synonyms: diphenylethyl phosphite;ethyl diphenyl phosphite
• CAS NO: 2161-16-2
• Molecular Formula: C14H15O3P
• Molecular Weight: 262.245
• Mol File: 2161-16-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Phosphorous acid, ethyl diphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphorous acid, ethyl diphenyl ester(2161-16-2)
• EPA Substance Registry System: Phosphorous acid, ethyl diphenyl ester(2161-16-2)

Safety Data

• Hazardous Substances Data: 2161-16-2(Hazardous Substances Data)

Upstream product

• 719-80-2 Ethyl diphenylphosphinite 
• 180906-75-6 C₁₁H₁₅O₄P 
• 54921-72-1 phenyl H-phosphonate ammonium salt 
• 1498-42-6 phosphorodichloridous acid ethyl ester 
• 108-95-2 phenol 
• 5382-00-3 Diphenyl phosphorochloridite 
• 64-17-5 ethanol 
• 4712-55-4 diphenyl hydrogen phosphite 

Downstream Products

• 861821-18-3 5(S),3(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-2,5-dimethyl-2-nitro-3-(diphenylphosphatoxy)heptane 
• 861821-19-4 5(S),3(R),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-2,5-dimethyl-2-nitro-3-(diphenylphosphatoxy)heptane 

Relevant articles and documents

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Phosphonate modification for a highly (Z)-selective synthesis of unsaturated esters by Horner-Wadsworth-Emmons olefination

The Horner-Wadsworth-Emmons (HWE) reaction of various ethyl diarylphosphonoacetates with benzaldehyde, cyclohexane carboxaldehyde and octanal is reported. Selectivities of up to 98% at -78°C are obtained with the three substrates. Among all the phosphonates prepared, the reagent based on 2-tert-butylphenol proved to be especially efficient, with Z/E ratios close to 95:5 at 0°C. It appears thus to be the reagent of choice for the (Z)-selective HWE reaction with both aromatic and aliphatic aldehydes. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Separation of phosphorus(III) ligands into pure σ-donors and σ-donor/π-acceptors: Comparison of basicity and σ-donicity

The separation of phosphorus(III) ligands into two distinct groups identified as pure σ-donor ligands and σ-donor/π-acceptor ligands for the acetyl and methyl complexes, (η-Cp)FeL(CO)COMe, (η-Cp′)FeL-(CO)COMe (Cp′ = MeC5H4), and (η-Cp)FeL(CO)Me, is accomplished by correlation of the terminal carbonyl stretching frequencies with the EL°′ values. The basicity (pKa value of HPR3+) is related primarily to the σ-donicity (the ability of a ligand to donate σ-electrons to a transition metal) and to a lesser degree to the size of the ligand. We conclude that pKa values are reasonable measures of the σ-donicity for those ligands that are pure σ-donor ligands; a better measure are the χ values for those ligands that are pure σ-donors for both the iron complex and LNi(CO)3.