92-08-0

Basic information

• Product Name: 2'-Hydroxy-5'-phenylpropiophenone
• Synonyms: 2'-Hydroxy-5'-phenylpropiophenone;USAF DO-2
• CAS NO: 92-08-0
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27
• Mol File: 92-08-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 394.4°C at 760 mmHg
• Flash Point: 168.4°C
• Appearance: /
• Density: 1.154g/cm³
• Vapor Pressure: 6.29E-07mmHg at 25°C
• Refractive Index: 1.598
• CAS DataBase Reference: 2'-Hydroxy-5'-phenylpropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-Hydroxy-5'-phenylpropiophenone(92-08-0)
• EPA Substance Registry System: 2'-Hydroxy-5'-phenylpropiophenone(92-08-0)

Safety Data

• Hazardous Substances Data: 92-08-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14O2/c16-14(11-12-7-3-1-4-8-12)15(17)13-9-5-2-6-10-13/h1-10,14,16H,11H2

Upstream product

• 17764-93-1 5-bromo-2-hydroxypropiophenone 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1193386-78-5 2-methyl-3-oxo-5-phenyl-2,3-dihydrobenzofuran-2-yl acetate 

Relevant articles and documents

An Enolate-Structure-Enabled Anionic Cascade Cyclization Reaction: Easy Access to Complex Scaffolds with Contiguous Six-, Five-, and Four-Membered Rings

Catalyst-free addition of ketone enolate to non-activated multiple C?C bonds involves non-complementary reaction partners and typically requires super-basic conditions. On the other hand, highly aggregated or solvated enolates are not reactive enough to undergo direct addition to alkenes or alkynes. Herein, we report a new anionic cascade reaction for one-step assembly of intriguing molecular scaffolds possessing contiguous six-, five-, and four-membered rings, representing a formal [2+2] enol–allene cycloaddition. Reaction proceeds under very mild conditions and with excellent diastereoselectivity. Deeper mechanistic and computational studies revealed unusually slow proton transfer phenomenon in cyclic ketone intermediate and explained peculiar stereochemical outcome.