25457-78-7

Basic information

• Product Name: 5-bromo-3-methylpent-1-en-4-yn-3-ol
• CAS NO: 25457-78-7
• Molecular Formula: C₆H₇BrO
• Molecular Weight: 175.0232
• Mol File: 25457-78-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 209.5°C at 760 mmHg
• Flash Point: 80.5°C
• Density: 1.499g/cm³
• Vapor Pressure: 0.0464mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: 5-bromo-3-methylpent-1-en-4-yn-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-3-methylpent-1-en-4-yn-3-ol(25457-78-7)
• EPA Substance Registry System: 5-bromo-3-methylpent-1-en-4-yn-3-ol(25457-78-7)

Safety Data

• Hazardous Substances Data: 25457-78-7(Hazardous Substances Data)

Upstream product

• 3230-69-1 3-methyl-1-penten-4-yn-3-ol 

Downstream Products

• 91560-58-6 3-methyl-penta-2,4-dienal-(2,4-dinitro-phenylhydrazone) 

Relevant articles and documents

Rhodium-catalyzed intra- and intermolecular [5 + 2] cycloaddition of 3-acyloxy-1,4-enyne and alkyne with concomitant 1,2-acyloxy migration

A new type of rhodium-catalyzed [5 + 2] cycloaddition was developed for the synthesis of seven-membered rings with diverse functionalities. The ring formation was accompanied by a 1,2-acyloxy migration event. The five- and two-carbon components of the cycloaddition are 3-acyloxy-1,4-enynes (ACEs) and alkynes, respectively. Cationic rhodium(I) catalysts worked most efficiently for the intramolecular cycloaddition, while only neutral rhodium(I) complexes could facilitate the intermolecular reaction. In both cases, electron-poor phosphite or phosphine ligands often improved the efficiency of the cycloadditions. The scope of ACEs and alkynes was investigated in both the intra- and intermolecular reactions. The resulting seven-membered-ring products have three double bonds that could be selectively functionalized.