1186603-47-3

Basic information

• Product Name: 5-chloro-2-(phenylethynyl)benzaldehyde
• Synonyms: 5-chloro-2-(phenylethynyl)benzaldehyde
• CAS NO: 1186603-47-3
• Molecular Formula: C₁₅H₉ClO
• Molecular Weight: 240.68436
• EINECS: -0
• Mol File: 1186603-47-3.mol
• Article Data: 33

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 5-chloro-2-(phenylethynyl)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-2-(phenylethynyl)benzaldehyde(1186603-47-3)
• EPA Substance Registry System: 5-chloro-2-(phenylethynyl)benzaldehyde(1186603-47-3)

Safety Data

• Hazardous Substances Data: 1186603-47-3(Hazardous Substances Data)

Usage

General Description

5-Chloro-2-(phenylethynyl)benzaldehyde is a chemical compound with a molecular formula C14H8Cl. It is a yellow solid with a melting point of 104-107°C and a boiling point of 332.8°C. 5-chloro-2-(phenylethynyl)benzaldehyde is used as a building block in organic synthesis and has various applications in the pharmaceutical and chemical industries. It is also used as an intermediate in the production of dyes, pigments, and other specialty chemicals. Additionally, 5-Chloro-2-(phenylethynyl)benzaldehyde has been studied for its potential use in the development of new drugs and in materials science for its unique chemical properties.

Upstream product

• 536-74-3 phenylacetylene 
• 174265-12-4 2-bromo-5-chlorobenzaldehyde 

Downstream Products

• 1186603-48-4 C₁₅H₁₃ClO 
• 24350-21-8 7-chloro-3-phenyl-1H-2-benzopyran-1-one 
• 1283669-10-2 (Z)-3-benzylidene-6-chlorophthalide 
• 1159003-62-9 7-chloro-3-phenylisoquinoline 
• 1613406-98-6 (R)-1-(8-chloro-4-phenyl-1,10-dihydrobenzo[5,6]cyclohepta[1,2-b]pyrrol-10-yl)propan-2-one 
• 1613407-11-6 (E)-4-(5-chloro-2-(phenylethynyl)phenyl)but-3-en-2-one 
• 1569046-80-5 C₁₆H₁₀ClF₃O 
• 1377153-00-8 ethyl 1-benzyl-6-chloroisoquinoline-3-carboxylate 
• 1322091-39-3 1-(7-chloro-3-phenylisoquinolin-1-yl)-1,3-diisopropyl-2-tosylguanidine 
• 1322091-28-0 1-(7-chloro-3-phenylisoquinolin-1-yl)-1,3-dicyclohexyl-2-tosylguanidine 
• 1338721-81-5 dimethyl 10-chloro-6-phenyl-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1262639-25-7 9-chloro-1-ethyl-5-phenyl-pyrazolo[5,1-a]isoquinoline 
• 1262639-24-6 9-chloro-5-phenyl-pyrazolo[5,1-a]isoquinoline 
• 1260152-18-8 C₂₁H₁₂ClIN₂ 

Relevant articles and documents

Platinum-catalyzed tandem cycloisomerization reaction of benzoendiynyl esters: Regioselective long-range 1,5-Acyl migration

A PtII-catalyzed intramolecular chemo- and regioselective pentannulation/long-range 1,5-acyl migration reaction is described. This cascade cycloisomerization protocol produces a wide variety of benzofulvene diketones in good to excellent yields with exclusively the Z configuration of the exocyclic double bond of the final product. The 18O isotope experiment together with 13C NMR, HRMS, and HMBC analyses confirmed an interesting long-range acyl rearrangement process in this transformation.

Tunable Synthesis of Indeno[1,2- c]furans and 3-Benzoylindenones via FeCl3-Catalyzed Carbene/Alkyne Metathesis Reaction of o-Alkynylbenzoyl Diazoacetates

An efficient synthesis of indeno[1,2-c]furan and 3-benzoylindenone derivatives through a FeCl3-catalyzed carbene/alkyne metathesis reaction of o-alkynylbenzoyl diazoacetates is presented. Mechanistically, the key intermediate, vinyl iron carbene, is formed by 5-exo-dig carbocyclization and terminated with a formal [3 + 2] cycloaddition or carbonylation. To the best of our knowledge, this is the first example in which FeCl3 is used as a catalyst for a carbene/alkyne metathesis reaction. Finally, derivatization reactions were carried out to showcase the value of the products.

Facile preparation of 3-aryl-4-iodoisoquinolines from N-(o-Arylethynyl)benzyl p-toluenesulfonamides with iodine and base

Treatment of N-(o-arylethynyl)benzyl p-toluenesulfonamides with molecular iodine in the presence of NaHCO3 at 60 °C, followed by the reaction with tBuOK at room temperature gave 3-aryl-4-iodoisoquinolines in good yields. 4-Iodo-3-phenylisoquinoline, which is one of the obtained 3-aryl-4-iodoisoquinolines, was further transformed into isoquinoline derivatives smoothly. The present approach is a novel one-pot method for the preparation of 3-aryl-4-iodoisoquinolines from N-(o-arylethynyl)benzyl p-toluenesulfonamides under transition-metal-free conditions.