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715298

Sigma-Aldrich

1,2,4,5-Tetrakis(4-carboxyphenyl)benzene

greener alternative

contains up to 6 wt. % water, ≥98%

Synonym(s):

4,4′,4′′,4′′′-benzene-1,2,4,5-tetrayltetrabenzoic acid, H4TCPB

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About This Item

Empirical Formula (Hill Notation):
C34H22O8
Molecular Weight:
558.53
MDL number:
MFCD16621436
UNSPSC Code:
26111700
PubChem Substance ID:
329762960
NACRES:
NA.23

Quality Level

100

assay

≥98%

form

powder

greener alternative product characteristics

Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

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Enabling,

SMILES string

OC(=O)c1ccc(cc1)-c2cc(-c3ccc(cc3)C(O)=O)c(cc2-c4ccc(cc4)C(O)=O)-c5ccc(cc5)C(O)=O

InChI

1S/C34H22O8/c35-31(36)23-9-1-19(2-10-23)27-17-29(21-5-13-25(14-6-21)33(39)40)30(22-7-15-26(16-8-22)34(41)42)18-28(27)20-3-11-24(12-4-20)32(37)38/h1-18H,(H,35,36)(H,37,38)(H,39,40)(H,41,42)

InChI key

SRTQKANXPMBQCX-UHFFFAOYSA-N

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General description

1,2,4,5-Tetrakis(4-carboxyphenyl)benzene (H4TCPB) is an organic linker with a molecular structure that has four carboxyl phenyl groups that are symmetrically attached to the central benzene core. It can be synthesized by using a Suzuki coupling reaction.
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Application

Selected Applications of MOFs in Sustainable Energy Technologies
(H4TCPB) can be used for a variety of applications such as:
  • the formation of supramolecular heterostructures to functionalize black phosphorus
  • synthesis of microporous metal-organic frameworks (MOFs) for potential usage in hydrogen storage, gas separation, and catalysis.

[1,1′:4′,1]Terphenyl- 3,3″,5,5″-tetracarboxylic acid (H4TPTC) is used as a linker molecule for the synthesis of high performance metal-organic frameworks (MOFs).

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

185.0 °F - closed cup

flash_point_c

85 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Near-critical water, a cleaner solvent for the synthesis of a metal-organic framework
Ibarra IA, et al.
Green Chemistry, 14(1), 117-122 (2012)
Synthesis and structure of Zr (iv)-and Ce (iv)-based CAU-24 with 1, 2, 4, 5-tetrakis (4-carboxyphenyl) benzene
Lammert M, et al.
Dalton Transactions, 45(47), 18822-18826 (2016)
Lilia S Xie et al.
Chemical reviews, 120(16), 8536-8580 (2020-04-11)
Metal-organic frameworks (MOFs) are intrinsically porous extended solids formed by coordination bonding between organic ligands and metal ions or clusters. High electrical conductivity is rare in MOFs, yet it allows for diverse applications in electrocatalysis, charge storage, and chemiresistive sensing
Selected Applications of Metal-Organic Frameworks in Sustainable Energy Technologies?.
Caskey SR and Matzger AJ.
Material Matters, 4(4), 111-111 (2009)
Singlet oxygen-mediated selective C--H bond hydroperoxidation of ethereal hydrocarbons
Sagadevan A, et al.
Nature Communications, 8(1), 1-8 (2017)

Articles

Metal-Organic Frameworks in Sustainable Energy Technologies

Metal-organic frameworks, a subset of coordination polymers, represent a powerful new tool for a plethora of alternative energy applications. MOFs are readily available using simple synthetic strategies that supply tailored, high surface area materials.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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