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

MSDS

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

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

Enabling post-functionalisation

High Purity

>98% Purity

Worldwide shipping

Quick and reliable shipping

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

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)terephthalaldehyde MSDS Sheet

Literature and Reviews

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.
Porous organic frameworks: advanced materials in analytical chemistry, S. Zhang et al., Adv. Sci., 5, 1801116 (2018); DOI: 10.1002/advs.201801116.
Two dimensional semiconducting polymers, X. Wei et al., Mater. Chem. Front., 4, 3472 (2020); DOI: 10.1039/d0qm00309c.