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Sigma-Aldrich

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

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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

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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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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).

WGK

WGK 3

Flash Point(F)

185.0 °F

Flash Point(C)

85 °C

Certificates of Analysis (COA)

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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)
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)
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 in Energy

Metal-organic frameworks offer high surface area materials for alternative energy applications through simple synthetic strategies.

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