1595-64-8

Basic information

• Product Name: Benzenemethanol, a-(4-phenyl-1,3-butadiynyl)-
• CAS NO: 1595-64-8
• Molecular Formula: C17H12O
• Molecular Weight: 232.282
• Mol File: 1595-64-8.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-(4-phenyl-1,3-butadiynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-(4-phenyl-1,3-butadiynyl)-(1595-64-8)
• EPA Substance Registry System: Benzenemethanol, a-(4-phenyl-1,3-butadiynyl)-(1595-64-8)

Safety Data

• Hazardous Substances Data: 1595-64-8(Hazardous Substances Data)

Usage

Also known as

Diphenylacetylene alcohol

Derivative of

Benzyl alcohol

Common uses

Organic synthesis, pharmaceutical research

Chemical structure

Benzene ring connected to a butadiynyl group

Uses

Production of pharmaceuticals, organic compounds, research and development in organic chemistry

Potential applications

Materials science, development of new materials and compounds

Upstream product

• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 536-74-3 phenylacetylene 
• 16900-79-1 2-methyl-6-phenylhexa-3,5-diyn-2-ol 
• 5701-81-5 buta-1,3-diynylbenzene 
• 100-52-7 benzaldehyde 
• 879560-02-8 (1,1-dibromobut-1-en-3-yn-2-yl)benzene 
• 18685-03-5 (E)-1-(4-chlorobut-3-en-1-ynyl)benzene 
• 10508-57-3 3-bromo-1-phenyl-prop-2-yn-1-ol 

Downstream Products

• 1257555-17-1 tert-butyl(1,5-diphenylpenta-2,4-diynyloxy)dimethylsilane 
• 1574-79-4 1,5-diphenyl-2,4-pentadiyn-1-one 

Relevant articles and documents

Rh(III)-Catalyzed [3 + 2] Spirocyclization of 2 H-Imidazoles with 1,3-Diynes for the Synthesis of Spiro-[imidazole-indene] Derivatives

An effective strategy to synthesize spirocyclic compounds, [imidazole-4,1′-indene], has been efficaciously developed relied on Rh(III)-catalyzed [3 + 2] spirocyclization of 2H-imidazoles and 1,3-diynes with excellent chemselectivity and regioselectivity.

Copper Catalysis for Selective Heterocoupling of Terminal Alkynes

A Cu-catalyzed selective aerobic heterocoupling of terminal alkynes is disclosed, which enables the synthesis of a broad range of unsymmetrical 1,3-diynes in good to excellent yields. The results disprove the long-held belief that homocouplings are exclusively favored in the Glaser-Hay reaction.

Synthesis of simple diynals, diynones, their hydrazones, and diazo compounds: Precursors to a family of dialkynyl carbenes (R1-C-C- C-C-C-R2)

A variety of substituted pentadiynols, -diynals, and -diynones have been prepared en route to precursors to dialkynyl carbenes (R1-C-C-C- C-C-R2). In light of the marginal stability associated with these simple systems, several strategies were required to assemble the carbon backbones. The requisite five-carbon skeletons were prepared using 4 + 1, 3 + 2, 2 + 2 + 1, and 2 + 1 + 1 + 1 coupling methodologies. The Dess-Martin periodinane serves as an excellent method for the oxidation of pentadiynols to diynals and diynones, although many of the oxidized products are sufficiently reactive that they were not isolated; rather, they were generated in situ and intercepted with nucleophiles such as tosylhydrazide or trisylhydrazide. The hydrazone derivatives are generally reliable precursors to diazo compounds and carbenes, although cyclization of the hydrazone to afford a pyrazole can be a complicating factor in certain instances.