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Diethyl 4,4′-(ethyne-1,2-diyl)dibenzoate

CAS Number 83536-13-4

Chemistry Building Blocks, Materials, MOF Ligands, Porous Organic Frameworks

Product Code B3051-1g
Price £75 ex. VAT

Metal Organic Frameworks (MOFs) Diphenylacetylene Ligand

A linear ligand linker for MOFs in applications of hydrogen storage

Specifications | MSDS | Literature and Reviews

Diethyl 4,4'-(Ethyne-1,2-diyl)dibenzoate (DEEDB) has a triple bond that connects two diethyl 4-benzoates at 1,1'-positions.

Isoquinoline derivatives as potential antifungal agents can be synthesised by reacting diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate with di(phenylmethylene)hydrazine in the presence of Cu(OAc)2·H2O as catalyst and AgSbF6 as additive.

GUF-1, an interpenetrated MIL-53 topology Sc-MOF based on 4,4'-(ethyne-1,2-diyl)dibenzoate linker ligand shows excellent volumetric hydrogen storage and working capacity of 41 g/L in a temperature-pressure swing system.

General Information

CAS Number 83536-13-4
Chemical Formula C20H18NO4
Full Name Diethyl 4,4′-(ethyne-1,2-diyl)dibenzoate
Molecular Weight 322.36 g/mol
Synonyms DEEDB,  Ethyl 4- [[4-(Ethoxycarbonyl)phenyl]ethynyl]benzoate, Bis[4-(ethoxycarbonyl)phenyl]acetylene, 4,4‘-bis(ethoxycarbonyl)diphenylacetylene
Classification / Family Diphenylacetylene, MOF ligands

Chemical Structure

83536-13-4 - Diethyl 4,4'-(Ethyne-1,2-diyl)dibenzoate
Diethyl 4,4'-(Ethyne-1,2-diyl)dibenzoate (DEEDB) Chemical Structure, 83536-13-4

Product Details

Purity >98%
Melting Point 147.0 to 151.0 °C
Appearance Off white powder/crystal

MSDS Documentation

83536-13-4 - diethyl 4,4'-(Ethyne-1,2-diyl)dibenzoateDiethyl 4,4'-(Ethyne-1,2-diyl)dibenzoate MSDS Sheet

Literature and Reviews

  1. Modulated self-assembly of an interpenetrated MIL-53 Sc metaleorganic framework with excellent volumetric H2 storage and working capacity, A. Thom et al., Mater. Today Chem., 24, 100887 (2022); DOI: 10.1016/j.mtchem.2022.100887.
  2. Modulated self-assembly of hcp topology MOFs of Zr/Hf and the extended 4,4′-(ethyne-1,2-diyl)dibenzoate linker, S. Boyadjieva et al., CrystEngComm, 25, 2119-2124 (2023); DOI: 10.1039/D2CE01529C .
  3. Regio- and Stereoselective Synthesis of Thiazole-Containing Triarylethylenes by Hydroarylation of Alkynes, W. Lee et al., J. Org. Chem., 84 (20), 12913–12924; DOI: 10.1021/acs.joc.9b01619.
  4. Cu(OAc)2.H2O Catalyzed C− H/C− N Bond Functionalization for the Synthesis of Isoquinoline Derivatives as Potential Antifungal Agent, V. Suryawanshi et al., Polycycl. Aromat. Compd., 42 (7), 4404-4412 (2022); DOI: 10.1080/10406638.2021.1892777.
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