78593-40-5

Basic information

• Product Name: 3-Ethynylquinoline
• Synonyms: 3-Ethynylquinoline
• CAS NO: 78593-40-5
• Molecular Formula: C₁₁H₇N
• Molecular Weight: 153.17998
• EINECS: -0
• Mol File: 78593-40-5.mol
• Article Data: 20

Chemical Properties

• Melting Point: 80.0-80.5 °C
• Boiling Point: 282.4±13.0 °C(Predicted)
• Appearance: /
• Density: 1.13±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.44±0.11(Predicted)
• CAS DataBase Reference: 3-Ethynylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Ethynylquinoline(78593-40-5)
• EPA Substance Registry System: 3-Ethynylquinoline(78593-40-5)

Safety Data

• Hazardous Substances Data: 78593-40-5(Hazardous Substances Data)

Usage

Description

3-Ethynylquinoline is a chemical compound with the molecular formula C11H7N. It is a derivative of quinoline and is characterized by the presence of an ethynyl group (-C≡CH) attached to the quinoline ring. This versatile chemical is known for its potential applications in various fields, including organic synthesis and medicinal chemistry.

Uses

Used in Organic Synthesis:
3-Ethynylquinoline is used as a precursor for the synthesis of functionalized organic molecules. Its unique structure allows for the creation of a variety of complex organic compounds, making it a valuable component in the development of new materials and chemical processes.
Used in Pharmaceutical Compounds:
In the pharmaceutical industry, 3-Ethynylquinoline is utilized as a starting material for the development of new drugs. Its ability to be modified and functionalized makes it a promising candidate for the creation of novel therapeutic agents.
Used in Medicinal Chemistry:
3-Ethynylquinoline has been studied for its potential biological activities, such as its role as an inhibitor of acetylcholinesterase, an enzyme involved in the breakdown of the neurotransmitter acetylcholine. This makes it a candidate for use in the development of treatments for neurological disorders and other conditions related to neurotransmitter imbalances.

Upstream product

• 78625-06-6 2-methyl-4-(quinolin-3-yl)but-3-yn-2-ol 
• 86521-08-6 3-((trimethylsilyl)ethynyl)-quinoline 
• 5332-24-1 3-bromoquinoline 
• 4301-14-8 acetylenemagnesium bromide 

Downstream Products

• 33021-53-3 1-quinolin-3-yl-ethanone 
• 856412-57-2 [Pt(4'-(4-methylphenyl)-2,2':6',2''-terpyridine)(C_.ident.CC₉H₆N)]PF₆ 
• 34846-64-5 3-cyanoquinoline 
• 1873-54-7 3-ethyl quinoline 

Relevant articles and documents

Synthesis, characterization and palladium complex formation of pyridinium- and quinolinium-3-acetylides: Mesomeric betaines or betaine-stabilized carbenes?

3-Ethynyl-1-methylpyridinium- and 3-ethynyl-1-methyl-quinolinium triflates were prepared by methylation of 3-ethynylpyridine and 3-ethynylquinoline with methyl triflate, respectively. Whereas deprotonation of the former mentioned salt gave no stable produ

Aryl Nitriles from Alkynes Using tert -Butyl Nitrite: Metal-Free Approach to C≡C Bond Cleavage

Alkyne C≡C bond breaking, outside of alkyne metathesis, remains an underdeveloped area in reaction discovery. Recently, nitrogenation has been reported to allow nitrile formation from alkynes. A new protocol for the metal-free C≡C bond cleavage of terminal alkynes to produce nitriles is reported. This method provides an opportunity to synthesize a vast range of nitriles containing aryl, heteroaryl, and natural product derivatives (38 examples). In addition, the potential of tBuONO to act as a powerful nitrogenating agent for terminal aryl alkynes is demonstrated. (Figure Presented).

Aerobic oxynitration of alkynes with tBuONO and TEMPO

An efficient method for stereoselective nitroaminoxylation of alkyne has been reported. The reaction enjoys a broad substrate scope, good functional group tolerance, and high yields. Synthetically useful α-nitroketones can be accessed through these products in a single step.