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2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde

CAS Number 2305615-53-4

Boronates, Carbaldehyde Monomers, Chemistry Building Blocks, COF Ligands, Materials, Monomers, Porous Organic Frameworks

2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde CAS 2305615-53-4
Product Code B3631-1g
Price $168 ex. VAT
$ USD

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Covalent organic frameworks (COFs) benzenedicarbaldehyde ligand

For the preparation of COFs used as porous materials and semiconducting polymers

Specifications | MSDS | Literature and Reviews

2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde (CAS number 2305615-53-4), is a benzene derivative with two aldehyde and two pinacolborane substituents. Both the aldehyde groups and pinacolborane groups are located at the para-positions. 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde serves as a versatile ligand and it is readily employed as a monomer for Suzuki cross-coupling reactions and amination reactions. Notably, the functional groups do not interfere with each other during these reactions. It makes the COFs synthesised from 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde ideal for post-functionalization after the polymer network is formed.

2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde is also used in the synthesis of poly(phenylenevinylene) for 2D semiconducting materials, through aldol condensation.

Duo functionality

Duo functionality

Enabling post-functionalisation

High Purity 2305615-53-4

High Purity

>98% Purity

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MOF and COF ligands

MOF and COF ligands

Aldehyde and Bpin ligand for cross-linked COF networks

General Information

CAS Number 2305615-53-4
Chemical Formula C20H28B2O6
Full Name 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde
Molecular Weight 386.05 g/mol
Synonyms N/A
Classification / Family COFs, Porous materials, Aldehyde ligands, Pinacolborane ligands, Conducting polymers

Chemical Structure

2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde chemical structure, CAS 2305615-53-4.
2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde chemical structure, CAS 2305615-53-4

Product Details

Purity 98%
Melting Point N/A
Appearance Orange to brown powder

MSDS Documentation

2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)terephthalaldehyde MSDS Sheet

Literature and Reviews

  1. Effective one-pot synthesis of (E)-poly(vinylarylenes) via trans-borylation/Suzuki coupling protocol, J. Szyling et al., Green Process Synth., 6, 301–310 (2017); DOI: 10.1515/gps-2016-0217.
  2. Porous organic frameworks: advanced materials in analytical chemistry, S. Zhang et al., Adv. Sci., 5, 1801116 (2018); DOI: 10.1002/advs.201801116.
  3. Two dimensional semiconducting polymers, X. Wei et al., Mater. Chem. Front., 4, 3472 (2020); DOI: 10.1039/d0qm00309c.
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