84907-55-1

Basic information

• Product Name: Benzaldehyde, 4,4'-(1,2-ethynediyl)bis-
• CAS NO: 84907-55-1
• Molecular Formula: C16H10O2
• Molecular Weight: 234.254
• Mol File: 84907-55-1.mol

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4,4'-(1,2-ethynediyl)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4,4'-(1,2-ethynediyl)bis-(84907-55-1)
• EPA Substance Registry System: Benzaldehyde, 4,4'-(1,2-ethynediyl)bis-(84907-55-1)

Safety Data

• Hazardous Substances Data: 84907-55-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Benzaldehyde, 4,4'-(1,2-ethynediyl)bisis used as an intermediate in the manufacturing of pharmaceuticals for its unique chemical structure and reactivity, contributing to the development of fine chemicals and advanced materials.
Used in Dye Industry:
Benzaldehyde, 4,4'-(1,2-ethynediyl)bisis used as a building block in the production of dyes, where its ethynediyl linker and benzaldehyde groups provide specific properties and reactivity required for dye synthesis.
Used in Agrochemical Industry:
Benzaldehyde, 4,4'-(1,2-ethynediyl)bisis utilized in the creation of agrochemicals, where its unique structure plays a role in the development of effective and targeted products for agricultural applications.
Used in Medicinal Chemistry and Drug Development:
Due to its potential applications in medicinal chemistry, Benzaldehyde, 4,4'-(1,2-ethynediyl)bisis used as a valuable compound in drug development, aiding in the discovery and synthesis of new pharmaceutical agents.

Upstream product

• 2789-88-0 1,2-bis(4-methylphenyl)acetylene 
• 63697-96-1 4-Ethynylbenzaldehyde 
• 1122-91-4 4-bromo-benzaldehyde 
• 75-20-7 calcium carbide 
• 471-25-0 Propiolic acid 
• 77123-57-0 4-[(trimethylsilyl)ethynyl]bezaldehyde 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 172508-29-1 4-formyl-1-(prop-2-enyl)benzene 
• 652974-14-6 4-but-1-ynyl-benzaldehyde 

Downstream Products

• 21850-32-8 trans-1,2-Bis-(stilben-4-yl)-acetylen 
• 1189131-44-9 C₂₂₀H₃₄₂O₁₄ 
• 1862220-96-9 hexa(4-formylphenyl)benzene 
• 1189131-43-8 C₁₀₂H₁₆₆O₆ 
• 5140-98-7 4,4′-bis(bromomethyl)tolan 
• 84907-57-3 (4,4’-(ethyne-1,2-diyl)bis(4,1-phenylene))dimethanol 

Relevant articles and documents

Expanded Cyclotetrabenzoins

Cyclobenzoins are shape-persistent macrocycles of interest in the preparation of optoelectronic and porous materials. New cyclotetrabenzoins derived from biphenyl, naphthalene, and tolane skeletons were synthesized using N-heterocyclic carbene-catalyzed b

Robust Alkyne Metathesis Catalyzed by Air Stable d2Re(V) Alkylidyne Complexes

We report in this communication the first example of catalytic alkyne metathesis reactions mediated by well-defined non-d0 alkylidyne complexes. The air-stable d2 Re(V) alkylidyne complex Re4, bearing two PO-chelating ligands and a labile pyridine ligand, could catalyze homometathesis of internal alkynes with a broad substrate scope, including alcohols, amines, and even carboxylic acids. The catalyst can tolerate heating, air, and moisture in both solid and solution states, and the catalytic metathesis reactions could proceed normally in wet solvents.

Reticular Synthesis of Multinary Covalent Organic Frameworks

Hexagonal hexaminophenyl benzene, tetragonal tetrakis(4-aminophenyl) ethane, and trigonal 1,3,5-tris(p-formylphenyl)benzene were all joined together by imine linkages to yield a 2D porous covalent organic framework with unprecedented tth topology, termed

Syntheses, Spectroscopic Properties, and Computational Study of (E, Z)-Ethenyl and Ethynyl-Linked BODIPYs

A series of (E,Z)-ethenyl- and ethynyl-linked boron dipyrromethene (BODIPY) dimers were synthesized in 23-34% yields by condensation of pyrroles with the corresponding bis-benzaldehydes, followed by oxidation and boron complexation. The BODIPY dimers were characterized by 1H, 13C, and 11B NMR spectroscopy, high-resolution mass spectrometry, and, in the cases of 1b, 2, and 3, by X-ray crystallography. The spectroscopic properties for this series of dimers were investigated in tetrahydrofuran solutions, and very similar absorption and emission profiles were observed for all dimers. Density functional theory calculations show minimal conjugation between the two BODIPY units in the dimers, as a result of the large dihedral angle between the BODIPYs and the linker. The (E)-ethenyl-linked dimer 1a showed the highest fluorescence quantum yield of all dimers investigated in this study.

Synthesis of α,α-Dichloroketones through Sequential Reaction of Decarboxylative Coupling and Chlorination

2,2-Dichloro-1,2-diarylethanones were synthesized from diarylalkynes and trichloroisocyanuric acid. The reaction was conducted in CH3CN/H2O at room temperature for 12 h. In addition, the desired 2,2-dichloro-1,2-diarylethanones could be prepared from aryl bromides and propiolic acid through sequential Pd-catalyzed decarboxylative coupling and chlorination. This method showed moderate to good yields and good tolerance toward functional groups such as chlorides, bromides, aldehydes, and ketones.

Synthesis of Phenalenyl-Fused Pyrylium Cations: Divergent C?H Activation/Annulation Reaction Sequence of Naphthalene Aldehydes with Alkynes

Described herein is the synthesis of stable oxonium-doped polycyclic aromatic hydrocarbons (PAHs) by the rhodium-catalyzed C?H activation/annulations of naphthalene-type aldehydes with internal alkynes. This protocol provides four divergent reaction types, including two unexpected annulations with an oxygen transposition process, which lead to diverse types of phenalenyl-fused pyrylium cations comprising a four-, five-, or six-ring-fused π-conjugated core. The annulations exhibit an exquisite regioselectivity and a high tolerance of sensitive functional groups. These PAHs feature intriguing photophysical properties such as full-color tunable fluorescence emission, high quantum yield, and positively charged core, and can be reduced easily to the phenalenyl radicals.

An azine-linked hexaphenylbenzene based covalent organic framework

In this communication, we report an azine linked covalent organic framework based on a six-fold symmetric hexphenylbenzene (HEX) monomer functionalized with aldehyde groups. HEX-COF 1 has an average pore size of 1 nm, a surface area in excess of 1200 msu

Synchronized Offset Stacking: A Concept for Growing Large-Domain and Highly Crystalline 2D Covalent Organic Frameworks

Covalent organic frameworks (COFs), formed by reversible condensation of rigid organic building blocks, are crystalline and porous materials of great potential for catalysis and organic electronics. Particularly with a view of organic electronics, achievi

Highly Active Multidentate Ligand-Based Alkyne Metathesis Catalysts

Alkyne metathesis catalysts composed of molybdenum(VI) propylidyne and multidentate tris(2-hydroxylbenzyl)methane ligands have been developed, which exhibit excellent stability (remains active in solution for months at room temperature), high activity, an

Interacting networks of purely organic spin-1/2 dimers

In the present study we report the synthesis of some novel nitronyl nitroxide biradical systems 1-4c with various π-bridges between the radical centres. UV-Vis, IR, EPR and X-ray diffraction studies, along with MS and NMR data where appropriate, are described. Magnetic measurements revealed that the biradicals 1c, 3c and 4c exhibit a moderately strong antiferromagnetic intra-molecular exchange, whereas nitroxide 2c shows a significantly higher exchange coupling, which can only be explained by the presence of strong inter-molecular interactions. From DFT calculations performed on the basis of the X-ray crystal structure of compound 4c, a theoretical value of the intra-dimer coupling constant Jintra = -8.6 K is obtained. Direct proof also for inter-molecular arrangement with Jinter ～ -2 K was provided by the low temperature AC studies of biradical 4c. According to the magnetic characterization, the nitronyl biradical 4c is a promising candidate for a purely organic-based low-dimensional quantum magnet. This journal is the Partner Organisations 2014.