Triethyl phosphonoacetate

Catalog Number

ACM867130

CAS

867-13-0

Structure

Description

Triethyl phosphonoacetate is a reagent for organic synthesis used in the Horner-Wadsworth-Emmons reaction (HWE) or the Horner-Emmons modification.Triethyl phosphonoacetate can be added dropwise to sodium methoxide solution to prepare a phosphonate ylide. It has an acidic proton that can easily be abstracted by a weak base. When used in an HWE reaction with a carbonyl the resulting alkene formed is usually the E alkene, and is generated with excellent regioselectivity.

Synonyms

Diethyl [(ethoxycarbonyl)methyl]phosphonate;Triethyl phosphonacetate;Triethyl phosphonoac;Triethyl Phosphonoaceate;(ETHOXYCARBONYLMETHYL)DIETHOXYPHOSPHINEOXIDE

Molecular Weight

224.19

Molecular Formula

C8H17O5P

Melting Point

-24ºC

Flash Point

141.6ºC

Density

1.13

Appearance

Colorless and light yellow transparent liquid

Chemical Formula

(C2H5O)2P(O)CH2CO2C2H5

EC Number

212-757-6

LogP

1.81560

MDL Number

MFCD00009177

Physical Characteristics

melting point -20*C, flash point 298*F, density 1.12

PSA

71.64

Refractive Index

1.43-1.432

Stability

Stable under normal temperatures and pressures.

WGK Germany

3

• Catalog Number: ACM867130
• CAS: 867-13-0
• Description: Triethyl phosphonoacetate is a reagent for organic synthesis used in the Horner-Wadsworth-Emmons reaction (HWE) or the Horner-Emmons modification.Triethyl phosphonoacetate can be added dropwise to sodium methoxide solution to prepare a phosphonate ylide. It has an acidic proton that can easily be abstracted by a weak base. When used in an HWE reaction with a carbonyl the resulting alkene formed is usually the E alkene, and is generated with excellent regioselectivity.
• Synonyms: Diethyl [(ethoxycarbonyl)methyl]phosphonate;Triethyl phosphonacetate;Triethyl phosphonoac;Triethyl Phosphonoaceate;(ETHOXYCARBONYLMETHYL)DIETHOXYPHOSPHINEOXIDE
• Molecular Weight: 224.19
• Molecular Formula: C8H17O5P
• Melting Point: -24ºC
• Flash Point: 141.6ºC
• Density: 1.13
• Appearance: Colorless and light yellow transparent liquid
• Chemical Formula: (C2H5O)2P(O)CH2CO2C2H5
• EC Number: 212-757-6
• LogP: 1.81560
• MDL Number: MFCD00009177
• Physical Characteristics: melting point -20*C, flash point 298*F, density 1.12
• PSA: 71.64
• Refractive Index: 1.43-1.432
• Stability: Stable under normal temperatures and pressures.
• WGK Germany: 3