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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


Product Code B3161-250mg
Price $175 ex. VAT

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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 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.

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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