914220-97-6

Basic information

• Product Name: 2-CYCLOPROPYLETHYNYL-BENZALDEHYDE
• Synonyms: 2-CYCLOPROPYLETHYNYL-BENZALDEHYDE;2-(2-cyclopropylethynyl)benzaldehyde
• CAS NO: 914220-97-6
• Molecular Formula: C₁₂H₁₀O
• Molecular Weight: 170.2072
• Mol File: 914220-97-6.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 310.8±25.0 °C(Predicted)
• Appearance: /
• Density: 1.12±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-CYCLOPROPYLETHYNYL-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYCLOPROPYLETHYNYL-BENZALDEHYDE(914220-97-6)
• EPA Substance Registry System: 2-CYCLOPROPYLETHYNYL-BENZALDEHYDE(914220-97-6)

Safety Data

• Hazardous Substances Data: 914220-97-6(Hazardous Substances Data)

Upstream product

• 6746-94-7 Cyclopropylacetylene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 26260-02-6 2-iodobenzaldehyde 
• 77123-58-1 2-[2-(trimethylsilyl)ethynyl]benzaldehyde 
• 38846-64-9 2-ethynylbenzaldehyde 

Downstream Products

• 1140903-26-9 (E)-2-(2-cyclopropylethynyl)benzaldehyde oxime 
• 1180487-15-3 (E)-2-(2-cyclopropylethynyl)benzaldehyde O-methyl-oxime 
• 1198019-10-1 2-(3-cyclopropyl-2-(4-methoxyphenyl)-1,2-dihydroisoquinolin-1-yl)pent-1-en-3-one 
• 1198019-02-1 3-(3-cyclopropyl-2-(4-methoxyphenyl)-1,2-dihydroisoquinolin-1-yl)but-3-en-2-one 
• 1207289-98-2 2-benzyl-3-cyclopropyl-1-(2-methyl-1H-indol-3-yl)-1,2-dihydroisoquinoline 
• 1207289-97-1 3-cyclopropyl-1-(6-methoxy-1H-indol-3-yl)-2-p-tolyl-1,2-dihydroisoquinoline 
• 1257647-20-3 (E)-methyl 2-(benzo[d][1,3]dioxole-5-carbonyl)-3-(2-(cyclopropylethynyl)phenyl)acrylate 
• 1112200-22-2 C₁₉H₁₈N₂O₂S 
• 1284223-56-8 3-cyclopropyl-1-(1H-imidazol-1-yl)-2-p-tolyl-1,2-dihydroisoquinoline 
• 1284223-59-1 2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-imidazol-1-yl)-1,2-dihydroisoquinoline 
• 1284223-58-0 3-cyclopropyl-2-(4-fluorophenyl)-1-(1H-imidazol-1-yl)-1,2-dihydroisoquinoline 
• 1284223-60-4 3-cyclopropyl-1-(4-methyl-1H-imidazol-1-yl)-2-p-tolyl-1,2-dihydroisoquinoline 
• 1338721-73-5 dimethyl 6-cyclopropyl-4-tosyl-3,4-dihydro-2H-pyridazino[6,1-a]isoquinoline-1,1(11bH)-dicarboxylate 
• 1346231-41-1 2,2-dimethyl-3-(2-(cyclopropylethynyl)phenyl)oxirane 

Relevant articles and documents

Design and Synthesis of Fused Pyridine Building Blocks for Automated Library Generation

We demonstrate that a diboration-electrocyclization sequence provides access to a range of pyridine-fused, small-molecule boronic ester building blocks, and that these are amenable to high-throughput synthesis leading to biaryl and ether-linked compound libraries. Moreover, the implementation of an integrated physicochemical and ADME profiling workflow allows accelerated design of novel lead compounds for application in drug-discovery projects.

Synthesis of N-(isoquinolin-1-yl)sulfonamides via Ag2O-catalyzed tandem reaction of ortho-alkynylbenzaldoximes with benchtop stabilized ketenimines

In this project, a moderately efficient approach to multisubstituted N-(isoquinolin-1-yl)sulfonamide derivatives was illustrated, utilizing ortho-alkynylbenzaldoximes and zwitterionic ketenimine salts in a tandem reaction catalyzed by silver oxide. The oxophilicity of Ag2O, along with its nature as Lewis acid, pave the way for a smooth [3 + 2] cycloaddition between isoquinoline N-oxides and ketenimine species, which is a key step in this reaction. DFT calculation suggests that 1,3-dipolar cycloaddition of nitrone and ketenimine proceeds through a selective stepwise mechanism.

Catalytic asymmetric three-component reaction of 2-alkynylbenzaldehydes, amines, and dimethylphosphonate

An efficient enantioselective synthesis of cyclic α-aminophosphonates via multicomponent reactions of 2-alkynylbenzaldehydes, amines, and dimethylphosphonate has been developed with the use of a chiral silver spirocyclic phosphate as the catalyst. This protocol provides straightforward access to a series of chiral C1-phosphonylated 1,2-dihydroisoquinoline derivatives with high yields (up to 99%) and high enantioselectivities (up to 94% ee) for a broad substrate scope. The products could be further transformed into densely functionalized compounds and corresponding α-aminophosphonic acids.