Diethyl ethynylphosphonate

Name: Diethyl ethynylphosphonate
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CAS No. 4851-51-8
Cat. No. CS-0615476
Purity≥95%
MDL No.None

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General Information

CAS No. 4851-51-8
Cat. No. CS-0615476
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₁O₃P
Molecular Weight 162.12
Synonym(s) None
SMILES O=P(OCC)(C#C)OCC

Description

Diethyl ethynylphosphonate serves as a pivotal building block in synthetic organic chemistry, enabling efficient access to alkynylphosphonate derivatives. This reagent features a terminal alkyne linked directly to a phosphonate group, offering high reactivity in transition-metal-catalyzed coupling reactions and facilitating the construction of complex phosphorus-containing architectures under mild conditions.

Application

Diethyl ethynylphosphonate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to alkynylated phosphonate motifs. It functions as a key reagent in Sonogashira coupling reactions and acts as a precursor for α-alkynylphosphonic acids. The molecule exhibits good bench stability, mild handling requirements, and compatibility with various functional groups, facilitating its use in complex molecule synthesis and heterocycle construction.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 35.53
LogP 1.8432
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Fatty chain compounds

Building Blocks Functional Group Phosphate

Key Words

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Diethyl ethynylphosphonate

CAS No. 4851-51-8

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