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4,4'-(Ethyne-1,2-diyl)dibenzoic acid

CAS Number 16819-43-5

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

4,4'-(Ethyne-1,2-diyl)dibenzoic acid CAS 16819-43-5
Product Code B3161-250mg
Price £140 ex. VAT
£ GBP

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Metal Organic Frameworks (MOFs) Biphenylethyne Ligand

A rigid ligand linker for MOFs in applications of hydrogen storage and oxygen sensing

4,4'-(Ethyne-1,2-diyl)dibenzoic acid, CAS number 16819-43-5, is rigid biphenylethyne with carboxylic acids at both end of the benzene rings.

Stable up to 400 °C, Zr(IV)-based highly porous MOF, [Zr6O4(OH)4(L)6] (BUT-30, H2L = 4,4′-(ethyne-1,2-diyl)dibenzoic acid), has a BET surface area as high as 3,940.6 m2g−1 and total pore volume of 1.55 cm3 g−1. Fcu-type framework [Zr6O4(OH)4(L)6], an expanded version of UiO-66, exhibits not only large negative thermal expansion, but also notable oxygen sensing properties.

MOF, named GUF-1, where one-dimensional Sc(μ2-OH) chains are connected by 4,4′-(ethyne-1,2-diyl)dibenzoic acid ligand linkers, shows a moderately high adsorption for H2 of 7.6 kJ/mol and a working capacity of 41 g/L in a temperature–pressure swing system.

General Information

CAS Number 16819-43-5
Chemical Formula C16H10O4
Full Name 4,4'-(Ethyne-1,2-diyl)dibenzoic acid
Molecular Weight 266.25 g/mol
Synonyms 4,4'-(1,2-Ethynediyl)dibenzoic acid, H2EDDB, H2EDBA
Classification / Family Biphenylethyne, MOF ligands, 

Chemical Structure

16819-43-5 - 4,4'-(ethyne-1,2-diyl)dibenzoic acid chemical structure
2-Amino-[1,1'-biphenyl]-4,4'-dicarboxylic acid (H2BPDC) Chemical Structure, 1240557-01-0

Product Details

Purity >98%
Melting Point n.a.
Appearance Off white powder/crystal

MSDS Documentation

16819-43-5 - 4,4'-(ethyne-1,2-diyl)dibenzoic acid4,4'-(Ethyne-1,2-diyl)dibenzoic acid MSDS Sheet

Literature and Reviews

  1. Adsorption of iodine in metal–organic framework materials, X. Zhang et al., Chem. Soc. Rev., 51, 3243-3262 (2022); DOI: 10.1039/D0CS01192D.
  2. A high surface area Zr(IV)-based metal–organic framework showing stepwise gas adsorption and selective dye uptake, X. Lv et al., J. Solid State Chem., 223, 104-108 (2015); DOI: 10.1016/j.jssc.2014.07.001.
  3. Surface-Specific Functionalization of Nanoscale Metal–Organic Frameworks, S. Wang et al., Angew. Chem., 54 (49), 14738-14742 (2015); DOI: 10.1002/anie.201506888.
  4. One dimensional infinite water wires incorporated in isostructural organic crystalline supermolecules with zwitterionic channels, Z. Yu et al., CrystEngComm, 13, 1287-1290 (2011); DOI: 10.1039/C0CE00659A.
  5. Thermal and Gas Dual-Responsive Behaviors of an Expanded UiO-66-Type Porous Coordination Polymer, H. Zhou et al., ChemPlusChem, 81 (8), 817-821 (2016); DOI: 10.1002/cplu.201600145.
  6. Modulated self-assembly of an interpenetrated MIL-53 Sc metal-organic framework with excellent volumetric H2 storage and working capacity, Mater. Today Chem., 24, 100887 (2022); DOI: 10.1016/j.mtchem.2022.100887.
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