831235-64-4

Basic information

• Product Name: 2-Methyl-4-(quinolin-2-yl)but-3-yn-2-ol
• Synonyms: 2-Methyl-4-(quinolin-2-yl)but-3-yn-2-ol
• CAS NO: 831235-64-4
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.25912
• Mol File: 831235-64-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Methyl-4-(quinolin-2-yl)but-3-yn-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-4-(quinolin-2-yl)but-3-yn-2-ol(831235-64-4)
• EPA Substance Registry System: 2-Methyl-4-(quinolin-2-yl)but-3-yn-2-ol(831235-64-4)

Safety Data

• Hazardous Substances Data: 831235-64-4(Hazardous Substances Data)

Upstream product

• 2005-43-8 2-bromoquinoline 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 1613-37-2 Quinoline N-oxide 
• 612-62-4 2-Chloroquinoline 

Downstream Products

• 119-91-5 2,2'-biquinoline 
• 40176-78-1 2-ethynyl-quinoline 

Relevant articles and documents

Sonogashira-Hagihara and Buchwald-Hartwig cross-coupling reactions with sydnone and sydnone imine derived catalysts

Seven different palladium complexes of sydnones and sydnone imines and a co-catalyst system consisting of lithium sydnone-4-carboxylate and Pd(PPh3)4 catalyzed Sonogashira-Hagihara reactions between (hetero)- aromatic bromides and 2-methylbut-3-yn-2-ol (52 examples, up to 100% yield). The co-catalyst system and a sydnone Pd complex were also tested in Buchwald-Hartwig reactions (9 examples, up to 100% yield). (Equation Presented).

Synthesis of sugar-derived triazole- and pyridine-based metal complex ligands

A series of 30 bi- and tridentate ligands for metals were prepared by copper-catalyzed coupling (CLICK reaction) of 2-ethynylpridine, 2-ethynyl-5-nitropyridine, 2-ethynylquinoline, and 2,6-diethynylpyridine with 12 protected glycosyl azides in the gluco a

Luminescence modulations of rhenium tricarbonyl complexes induced by structural variations

Octahedral d6 low-spin Re(I) tricarbonyl complexes are of considerable interest as noninvasive imaging probes and have been deeply studied owing to their biological stability, low toxicity, large Stokes shifts, and long luminescence lifetimes. We reported recently the bimodal IR and luminescence imaging of a Re(I) tricarbonyl complex with a Pyta ligand (4-(2-pyridyl)-1,2,3-triazole) in cells and labeled such metal-carbonyl complexes SCoMPIs for single-core multimodal probes for imaging. Re(I) tricarbonyl complexes have unique photophysical properties allowing for their unequivocal detection in cells but also present some weaknesses such as a very low luminescence quantum yield in aqueous medium. Further optimizations would thus be desirable. We therefore developed new Re(I) tricarbonyl complexes prepared from different ancillary ligands. Complexes with benzothiadiazole- triazole ligands show interesting luminescent quantum yields in acetonitrile and may constitute valuable luminescent metal complexes in organic media. A series of complexes with bidentate 1-(2-quinolinyl)-1,2,3-triazole (Taquin) and 1-(2-pyridyl)-1,2,3-triazole (Tapy) ligands bearing various 4-substituted alkyl side chains has been designed and synthesized with efficient procedures. Their photophysical properties have been characterized in acetonitrile and in a H 2O/DMSO (98/2) mixture and compared with those of the parent Quinta- and Pyta-based complexes. Tapy complexes bearing long alkyl chains show impressive enhancement of their luminescent properties relative to the parent Pyta complex. Theoretical calculations have been performed to further characterize this new class of rhenium tricarbonyl complexes. Preliminary cellular imaging studies in MDA-MB231 breast cancer cells reveal a strong increase in the luminescence signal in cells incubated with the Tapy complex substituted with a C12 alkyl chain. This study points out the interesting potential of the Tapy ligand in coordination chemistry, which has been so far underexploited.