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715298

Sigma-Aldrich

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

greener alternative

contains up to 6 wt. % water, ≥98%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C34H22O8
Peso molecolare:
558.53
Numero MDL:
Codice UNSPSC:
26111700
ID PubChem:
NACRES:
NA.23

Saggio

≥98%

Stato

powder

Caratteristiche più verdi

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

sustainability

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Categoria alternativa più verde

Stringa SMILE

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)
SRTQKANXPMBQCX-UHFFFAOYSA-N

Descrizione generale

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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Applicazioni

(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).

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

185.0 °F - closed cup

Punto d’infiammabilità (°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
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)

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