189504-80-1

Basic information

• Product Name: 4-Hexyn-2-ol, 1-(phenylmethoxy)-
• CAS NO: 189504-80-1
• Molecular Formula: C13H16O2
• Molecular Weight: 204.269
• Mol File: 189504-80-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-Hexyn-2-ol, 1-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hexyn-2-ol, 1-(phenylmethoxy)-(189504-80-1)
• EPA Substance Registry System: 4-Hexyn-2-ol, 1-(phenylmethoxy)-(189504-80-1)

Safety Data

• Hazardous Substances Data: 189504-80-1(Hazardous Substances Data)

Usage

Chemical compound

4-Hexyn-2-ol, 1-(phenylmethoxy)-

Composition

Consists of a hexynol group attached to a phenylmethoxy group

Physical properties

Colorless liquid with a floral odor

Common uses

Production of fragrances and flavorings

Activity

Exhibits potent antifungal and antibacterial activity

Applications

Potential candidate for pharmaceutical applications

Synthesis

Key component in the synthesis of various organic compounds

Versatility

Valuable in industrial and scientific applications

Upstream product

• 2930-05-4 Benzyloxymethyl-oxiran 
• 74-99-7 prop-1-yne 
• 1178514-31-2 C₁₅H₂₀O₃ 
• 4529-04-8 1-propynyl lithium 

Downstream Products

• 862259-18-5 (+/-)-6-benzyloxymethyl-2,2,3-trimethyl-5,6-dihydro-2H-[1,2]oxasiline 
• 901793-26-8 1-benzyloxy-hex-4-en-2-ol 

Relevant articles and documents

NbCl5 mediated deprotection of methoxy methyl ether

An efficient cleavage of methoxy methyl ether using NbCl5 is described. This protocol works efficiently with MOM ethers of alkyl, allyl, propargyl, benzyl alcohol and phenol derivatives. MOM esters are also found to be effectively cleaved under the present conditions.

An alkyne hydrosilylation-oxidation strategy for the selective installation of oxygen functionality

Alkynes bearing propargylic, homopropargylic, and bishomopropargylic hydroxyl groups are shown to serve as precursors for ketone or α-hydroxy ketone functionality. The approach hinges on the intermediacy of vinylsilanes created through regioselective hydrosilylation catalyzed by the complex [Cp*Ru(MeCN)3]-PF6. Several oxidative pathways of linear and cyclic vinylsilanes are studied, and the possibility of diastereoselective epoxidation of cyclic vinylsilanes is demonstrated. The sequences constitute the equivalent of stereoselective aldol, homo-aldol, and bishomo-aldol type processes. The method is applied to a short synthesis of the piperidine alkaloid, spectaline.