Benzene-1,3,5-tricarbohydrazide

CAS Number 36997-31-6

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

Benzene-1,3,5-tricarbohydrazide CAS 36997-31-6

Covalent Organic Frameworks (COFs) Phenyl Ligand

A trigonal bridging ligand linker for covalent polymeric frameworks (CPFs) in application of membrane, fluorescent probes and detection of lipid droplets

Overview
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Benzene-1,3,5-tricarbohydrazide (BCTH), CAS number 36997-31-6, has three carboxylic acid trihydrazide groups sitting at the 1,3,5-positions of a benzene ring.

Star-shaped triphenylamine-benzene-1,3,5-tricarbohydrazide molecule (TPA-TCH) with a twisted molecular conformation exhibited unusual multifunctional optical properties with three peripheral triphenylamine units and a central benzene bridged by flexible hydrazide groups.

Covalent organic gels prepared from benzene-1,3,5-tricarbohydrazide and 1,4-phthalaldehyde showed great stability in acidic media. They demonstrated high proton conductivity over wide temperature range of −40 to 60 °C under anhydrous conditions with state-of-the-art conductivity of 3.8 × 10⁻⁴ S cm^–1 at −40 °C.

Constructed by using benzene-1,3,5-tricarbohydrazide, 2,4,6-trihydroxy-benzene-1,3,5-tricarbaldehyde (Tp) as building blocks, hydrazone-linked COF, TpBth, demonstrated a 2D framework with AA packing. The large number of carbonyl groups as well as −NH–NH2– groups on the backbone are responsible for high water absorption capacity and great chemical stability. The highest water-assisted proton conductivity value of TpBth can reach 2.11 × 10^–4 S cm^–1, among the high proton conductivity values of the reported COFs.

MOF and COF ligands

Hydrazide ligand for cross-linked COF networks

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

Facile reactions

Hydrazide possesses excellent reactivity

General Information

CAS Number	36997-31-6
Chemical Formula	C₉H₁₂N₆O₃
Full Name	Benzene-1,3,5-tricarbohydrazide
Molecular Weight	252.23 g/mol
Synonyms	BTCH, Benzene-1,3,5-tricarboxylic acid trihydrazide, 1,3,5-tricarbohydrazine benzene
Family	Tricarbohydrazides, Tricarbohydrazines, COFs

Chemical Structure

Product Details

Purity	>97%
Melting Point	300 °C (dec.)
Appearance	White to off-white powder/crystals

MSDS Documentation

Benzene-1,3,5-tricarbohydrazide MSDS Sheet

Literature and Reviews

Design, Preparation, and High Intrinsic Proton Conductivity of Two Highly Stable Hydrazone-Linked Covalent Organic Frameworks, S. Zhang et al., ACS Appl. Mater. Interfaces, 15 (27), 33148–33158 (2023); DOI: 10.1021/acsami.3c05990.
Inorganic Acid-Impregnated Covalent Organic Gels as High-Performance Proton-Conductive Materials at Subzero Temperatures, H. Zhong et al., Adv. Funct. Mater., 27 (32), 1701465 (2017); DOI: 10.1002/adfm.201701465.
Controlled Self-Assembly, Isomerism, and Guest Uptake/Release of Charge-Reversible Lanthanide–Organic Octahedral Cages, L. Zhou et al., J. Am. Chem. Soc., 145 (32), 17845–17855 (2023); DOI: 10.1021/jacs.3c04921.
Multifunctional properties of a star-shaped triphenylamine-benzene-1,3,5-tricarbohydrazide fluorescent molecule containing multiple flexible chains, X. Feng et al., Chem. Commun., 56, 13638-13641 (2020); DOI: 10.1039/D0CC05538G.
Imino Phenolic Benzene-1,3,5-tricarbohydrazide Conjugate as a AIEgen-Based Fluorescent Probe for the Detection and Bioimaging of Lipid Droplets in Living Cells, R. Valand et al., ChemistrySelect, 8 (43), e202303697 (2023); DOI: 10.1002/slct.202303697.

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