76911-01-8

Basic information

• Product Name: 5-Hexyn-1-ol, 4-methylbenzenesulfonate
• CAS NO: 76911-01-8
• Molecular Formula: C13H16O3S
• Molecular Weight: 252.334
• Mol File: 76911-01-8.mol
• Article Data: 60

Chemical Properties

• CAS DataBase Reference: 5-Hexyn-1-ol, 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hexyn-1-ol, 4-methylbenzenesulfonate(76911-01-8)
• EPA Substance Registry System: 5-Hexyn-1-ol, 4-methylbenzenesulfonate(76911-01-8)

Safety Data

• Hazardous Substances Data: 76911-01-8(Hazardous Substances Data)

Usage

Chemical compound

5-Hexyn-1-ol, 4-methylbenzenesulfonate

Hexynol group

alcohol with a six-carbon alkyne chain

4-methylbenzenesulfonate group

derivative of toluene with a sulfonate functional group attached to the methyl group

Potential applications

organic synthesis, formation of esters or other organic derivatives, pharmaceuticals, cosmetics
Versatile compound with various potential uses in chemistry and industry

Upstream product

• 928-90-5 5-hexyl-1-ol 
• 98-68-0 4-methoxy-phenyl-sulphonyl chloride 
• 18420-41-2 2-(chloromethyl)tetrahydropyran 
• 100-72-1 Tetrahydropyran-2-methanol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 747-58-0 9,10-diphenyl-1,2,3,4,9,10-hexahydro-9,10-epoxyanthracene 
• 95391-00-7 (2-deuterio-cyclohex-1-enyl)-benzene 
• 126497-25-4 C₁₂H₁₃⁽²⁾H 
• 264873-44-1 (1-pyrrol-5-yl)-5-hexyne 
• 1001289-56-0 3-methoxy-4-(hex-5-yn-1-yloxy)benzaldehyde 
• 96964-47-5 1-(octa-1,7-diynyl)benzene 
• 161044-84-4 C₁₃H₂₆B₁₀O₃S 
• 1160039-44-0 (E)-6-(benzo[d][1,3,2]dioxaborol-2-yl)hex-5-enyl 4-methylbenzenesulfonate 
• 1001289-58-2 3-(hex-5-ynyloxy)-4-methoxybenzaldehyde 
• 1263863-28-0 C₁₂H₁₃F 
• 1263863-30-4 C₁₄H₁₅FO 
• 1263863-31-5 C₁₄H₁₅FO 
• 1263863-33-7 C₁₃H₁₅FO 
• 1263863-32-6 C₁₃H₁₅FO 

Relevant articles and documents

Polycyclic Cyclopropanes from Reactions of Alkene-Containing Fischer Carbene Complexes and Alkynes: A Formal Synthesis of (+/-)-Carabrone

The polycyclic cyclopropanation reaction of several alkene-containing Fischer carbene complexes with various alkyne partners to provide bicyclo enol ethers and ketones was examined.A number of features were probed, including the role of carbene don

Design and Synthesis of Oleanolic Acid Trimers to Enhance Inhibition of Influenza Virus Entry

Influenza is a major threat to millions of people worldwide. Entry inhibitors are of particular interest for the development of novel therapeutic strategies for influenza. We have previously discovered oleanolic acid (OA) to be a mild influenza hemagglutinin (HA) inhibitor. In this work, inspired by the 3D structure of HA as a homotrimeric receptor, we designed and synthesized 15 OA trimers with different linkers and central region via the copper-catalyzed azide-alkyne cycloaddition reaction. All of the OA trimers were evaluated for their antiviral activities in vitro, and 12c, 12e, 13c, and 13d were observed to exhibit robust potency (IC50 in the submicromolar range) against influenza A/WSN/33 (H1N1) virus that was stronger than that observed with oseltamivir. In addition, these compounds also displayed strong biological activity against A/Hong Kong/4801/2014 and B/Sichuan/531/2018 (BV). The results of hemagglutination inhibition assays and surface plasmon resonance binding assays suggest that these OA trimers may interrupt the interaction between the HA protein of influenza virus and the host cell sialic acid receptor, thus blocking viral entry. These findings highlight the utility of multivalent OA conjugates to enhance the ligand-target interactions in anti-influenza virus drug design and are also helpful for studying antiviral drugs derived from natural products.

Synthesis of Eight-Membered Nitrogen Heterocycles via a Heterogeneous PtI2-Catalyzed Cascade Cycloaddition Reaction of δ-Aminoalkynes with Electron-Deficient Alkynes

A novel heterogeneous PtI2-catalyzed cascade reaction of δ-aminoalkynes was developed for the synthesis of various eight-membered nitrogen heterocycles in excellent yields. The reaction proceeds via a hydration of δ-aminoalkynes and subsequent intramolecular cyclization and intermolecular addition as well as ring-expansion cascade reaction with another electron-deficient alkynes. This method has the advantages of simple operation and mild reaction conditions. And the simple PtI2 with no any supports could be readily recycled through simple centrifugation without substantial loss of activity in 1,2-dichloroethane (DCE). The recyclability of PtI2 may be ascribed to its insolubility in DCE. The reaction constitutes a formal [6+2]-cycloaddition. (Figure presented.).