77123-56-9

Basic information

• Product Name: 3-ETHYNYLBENZALDEHYDE
• Synonyms: 3-ETHYNYLBENZALDEHYDE;Benzaldehyde, 3-ethynyl- (9CI);3-ethynylbenzaldehyde(SALTDATA: FREE);(3-ForMylphenyl)acetylene;3-Ethynylbenzaldehyde 97%;3-Ethynylbenzaldehyde97%
• CAS NO: 77123-56-9
• Molecular Formula: C₉H₆O
• Molecular Weight: 130.14
• Product Categories: ALDEHYDE
• Mol File: 77123-56-9.mol

Chemical Properties

• Melting Point: 75-80°C
• Boiling Point: 229.2 °C at 760 mmHg
• Flash Point: 90.1 °C
• Appearance: /
• Density: 1.07 g/cm³
• Vapor Pressure: 0.0703mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3-ETHYNYLBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ETHYNYLBENZALDEHYDE(77123-56-9)
• EPA Substance Registry System: 3-ETHYNYLBENZALDEHYDE(77123-56-9)

Safety Data

• Hazard Codes: T,Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37
• WGK Germany: 1
• Hazardous Substances Data: 77123-56-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-Ethynylbenzaldehyde is used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and fine chemicals. Its unique structure allows for the creation of a wide range of compounds with diverse properties and applications.
Used in Chemical Research:
3-Ethynylbenzaldehyde is utilized as a reactive intermediate in the preparation of complex organic compounds, such as irondiptycene derivatives and dendrimers. Its reactivity makes it a valuable tool for exploring new synthetic pathways and developing novel chemical structures.
Used in Organic Light Emitting Diodes (OLEDs):
3-Ethynylbenzaldehyde is studied for its potential applications in OLEDs due to its fluorescent properties. Its incorporation into these devices could lead to improved performance and new functionalities in display and lighting technologies.
Used in Chemical Sensing:
3-Ethynylbenzaldehyde has been investigated for its use as a chemical sensor, capitalizing on its sensing properties. Its ability to interact with various analytes could enable the development of new sensors for detecting specific chemicals or environmental conditions.

InChI:InChI=1/C9H6O/c1-2-8-4-3-5-9(6-8)7-10/h1,3-7H

Upstream product

• 77123-55-8 3-((trimethylsilyl)ethynyl)benzaldehyde 
• 117569-61-6 2-(3-Ethynylphenyl)-1,3-dioxolane 
• 1007587-63-4 3-(trimethylsilyleth-1-yn-1-yl)benzyl alcohol 
• 15852-73-0 (3-Bromophenyl)methanol 
• 208943-28-6 4-[3-(hydroxymethyl)phenyl]-2-methylbut-3-yn-2-ol 
• 95785-27-6 3-(3-hydroxy-3-methylbut-1-yn-1-yl)benzaldehyde 
• 696-41-3 m-iodobenzaldehyde 
• 3132-99-8 m-bromobenzoic aldehyde 
• 10602-07-0 3-(hydroxymethyl)ethynylbenzene 

Downstream Products

• 623946-24-7 1-(4-formylphenyl)-2-(3-formylphenyl)ethyne 
• 1146956-08-2 C₄₃H₄₄N₂O₅ 
• 1309654-23-6 C₁₃H₁₁ClO₂ 
• 1309654-24-7 C₁₃H₁₁ClO₂ 
• 1247001-39-3 4-(3-ethynylbenzyl)morpholine 
• 603-35-0 triphenylphosphine 

Relevant articles and documents

RET INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF

Provided herein are a RET inhibitor, a pharmaceutical composition thereof and uses thereof. In particular, provided is a compound having Formula (I) or a stereoisomer, a geometric isomer, a tautomer, an N-oxide, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof. Provided is a pharmaceutical composition comprising the compound, and uses of the compound and pharmaceutical composition thereof for the preparation of a medicament, in particular for treatment and prevention of RET-related diseases and conditions, including cancer, irritable bowel syndrome, and/or pain associated with irritable bowel syndrome.

A copper (II) (II) composite chlorinating agent and copper-based composite chlorinating agent synthesis of 1-chloro-2-aryl acetylene method

The invention discloses a copper (II) composite chlorinating agent and a method for synthesizing 1-chlorine-2-aryl acetylene based on the copper (II) composite chlorinating agent. The structural formula of the copper (II) composite chlorinating agent is CuCl2.xNaCl.yAl2O3. The chlorinating agent is applicable to chlorination of various substituted aryl acetylene substrates, and is high in universality; the chlorinating agent can directly carry out chlorination reaction on aryl acetylene so as to obtain a 1-chlorine-2-aryl acetylene product; the method is mild in reaction condition, 1-chlorine-2-aryl acetylene can be synthesized with high yield and high selectivity, and the production cost of the 1-chlorine-2-aryl acetylene derivative is greatly lowered.

Synthesis and biological evaluation of GPR40/FFAR1 agonists containing 3,5-dimethylisoxazole

GPR40 is an attractive target due to its glucose-stimulated insulin secretion effect with low risk of causing hypoglycemia, which also can be seen from the clinical studies using TAK-875 (fasiglifam). In the present studies, we discovered a series of anal

A structure-activity relationship of non-peptide macrocyclic histone deacetylase inhibitors and their anti-proliferative and anti-inflammatory activities

Inhibition of the enzymatic activity of histone deacetylase (HDAC) is a promising therapeutic strategy for cancer treatment and several distinct small molecule histone deacetylase inhibitors (HDACi) have been reported. We have previously identified a new class of non-peptide macrocyclic HDACi derived from 14- and 15-membered macrolide skeletons. In these HDACi, the macrocyclic ring is linked to the zinc chelating hydroxamate moiety through a para-substituted aryl-triazole cap group. To further delineate the depth of the SAR of this class of HDACi, we have synthesized series of analogous compounds and investigated the influence of various substitution patterns on their HDAC inhibitory, anti-proliferative and anti-inflammatory activities. We identified compounds 25b and 38f with robust anti-proliferative activities and compound 26f (IC50 47.2 nM) with superior anti-inflammatory (IC50 88 nM) activity relative to SAHA.

A one-pot allylation-hydrostannation sequence with recycling of the intermediate tin waste

A one-pot allylation and hydrostannation of alkynals where the tin byproduct formed in the first step of the reaction is recycled and used in the second step of the sequence is presented. Specifically, a BF3· OEt2-promoted allylstannation of the aldehyde moiety in the alkynal is followed by the introduction of polymethylhydrosiloxane (PMHS) and catalytic B(C6F5)3, which convert the tin byproduct of the allylation into Bu3SnH, which then hydrostannates the alkyne in the molecule. 119Sn and 11B NMR data suggest an organotin fluoride species is formed during the allylation step and involved in the tin recycling step.

Pin-point chemical modification of RNA with diverse molecules through the functionality transfer reaction and the copper-catalyzed azide-alkyne cycloaddition reaction

The internal modification of RNA has been successfully achieved by the functionality transfer reaction (FTR) and following click chemistry with diverse azide compounds. The benefits of the FTR have been demonstrated by its specificity, rapidity, broad applicability, and procedure simplicity.

Triazole bridges as versatile linkers in electron donor-acceptor conjugates

Aromatic triazoles have been frequently used as π-conjugated linkers in intramolecular electron transfer processes. To gain a deeper understanding of the electron-mediating function of triazoles, we have synthesized a family of new triazole-based electron donor-acceptor conjugates. We have connected zinc(II)porphyrins and fullerenes through a central triazole moiety-(ZnP-Tri-C60)-each with a single change in their connection through the linker. An extensive photophysical and computational investigation reveals that the electron transfer dynamics-charge separation and charge recombination-in the different ZnP-Tri-C60 conjugates reflect a significant influence of the connectivity at the triazole linker. Except for the m4m-ZnP-Tri-C6017, the conjugates exhibit through-bond photoinduced electron transfer with varying rate constants. Since the through-bond distance is nearly the same for all the synthesized ZnP-Tri-C60 conjugates, the variation in charge separation and charge recombination dynamics is mainly associated with the electronic properties of the conjugates, including orbital energies, electron affinity, and the energies of the excited states. The changes of the electronic couplings are, in turn, a consequence of the different connectivity patterns at the triazole moieties.

Chiral donor photoinduced-electron-transfer (d-PET) boronic acid chemosensors for the selective recognition of tartaric acids, disaccharides, and ginsenosides

A modular approach was proposed for the preparation of chiral fluorescent molecular sensors, in which the fluorophore, scaffold, and chirogenic center can be connected by ethynyl groups, and these modules can easily be changed to other structures to optim

Self-association and electron transfer in donor-acceptor dyads connected by meta-substituted oligomers

The synthesis of a new series of electron donor-acceptor conjugates (5, 10, 13, and 16) in which the electron acceptor - C60 - and the electron donor - π-extended tetrathiafulvalene (exTTF) - are bridged by means of m-phenyleneethynylene spacer

Chelation of charged and uncharged molecules with porphyrin-based compounds

Porphyrins containing one or more neutral or negatively-charged, closo- or nido-carborane substituents are useful as chelators. The carbon-carbon bonds linking the boron-containing groups to the porphyrin ring make the compounds highly resistant to hydrolysis. These compounds have potential for use in selective binding to specific ligands. These compounds are highly stable, soluble in water and organic solvents, and have low toxicity.