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

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contains up to 6 wt. % water, ≥98%

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Synonym(s):
4,4′,4′′,4′′′-benzene-1,2,4,5-tetrayltetrabenzoic acid, H4TCPB
Empirical Formula (Hill Notation):
C34H22O8
Molecular Weight:
558.53
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

≥98%

form

powder

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Design for Energy Efficiency
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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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This Item
767921677892686859
1,3,5-Tris(4-carboxyphenyl)benzene ≥98%, ≤20 wt. % solvent

686859

1,3,5-Tris(4-carboxyphenyl)benzene

form

powder

form

solid

form

solid

form

solid

greener alternative product characteristics

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

greener alternative product characteristics

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

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Catalysis
Learn more about the Principles of Green Chemistry.

greener alternative product characteristics

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

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Enabling,

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, Enabling

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Aligned,

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Enabling,

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

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.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for energy efficiency. Find details here.

Application

(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


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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
Singlet oxygen-mediated selective C--H bond hydroperoxidation of ethereal hydrocarbons
Sagadevan A, et al.
Nature Communications, 8(1), 1-8 (2017)
Selected Applications of Metal-Organic Frameworks in Sustainable Energy Technologies?.
Caskey SR and Matzger AJ.
Material Matters, 4(4), 111-111 (2009)

Articles

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.

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