4079-54-3

Basic information

• Product Name: 2-HYDROXY-1-(4-METHYLPHENYL)ETHANONE
• Synonyms: 2-HYDROXY-1-(4-METHYLPHENYL)ETHANONE
• CAS NO: 4079-54-3
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17
• Mol File: 4079-54-3.mol
• Article Data: 69

Chemical Properties

• Boiling Point: 269.9 °C at 760 mmHg
• Flash Point: 112.5 °C
• Appearance: /
• Density: 1.114 g/cm³
• Vapor Pressure: 0.00349mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: 2-HYDROXY-1-(4-METHYLPHENYL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-1-(4-METHYLPHENYL)ETHANONE(4079-54-3)
• EPA Substance Registry System: 2-HYDROXY-1-(4-METHYLPHENYL)ETHANONE(4079-54-3)

Safety Data

• Hazardous Substances Data: 4079-54-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 1847, 1987 DOI: 10.1016/S0040-4039(00)95990-2

InChI:InChI=1/C9H10O2/c1-7-2-4-8(5-3-7)9(11)6-10/h2-5,10H,6H2,1H3

Upstream product

• 94-08-6 4-methylbenzoic acid ethyl ester 
• 54731-27-0 1-p-methylphenyl-1-trimethylsiloxyethene 
• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 74087-85-7 3,3-dimethyldioxirane 
• 13107-39-6 2-(4-methylphenyl)oxirane 
• 139016-20-9 (S)-1-(4-methylphenyl)-1,2-ethanediol 
• 619-41-0 4-(bromoacetyl)toluene 
• 4209-24-9 p-methylphenacyl chloride 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 65143-37-5 2-oxo-2-(4-tolyl)ethyl acetate 
• 766-97-2 4-n-methylphenylacetylene 
• 67-56-1 methanol 
• 98475-04-8 1-(4-methylphenyl)-2-(p-tolylsulfonyloxy)ethanone 
• 80676-77-3 1-(1-t-butyldimethylsiloxyethenyl)-4-methylbenzene 

Downstream Products

• 99-94-5 p-Toluic acid 
• 50-00-0 formaldehyd 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 139016-20-9 (S)-1-(4-methylphenyl)-1,2-ethanediol 
• 179914-05-7 (R)-1-(4-methylphenyl)-1,2-ethanediol 
• 17286-62-3 2-(4-methylphenyl)quinoxaline 
• 66047-73-2 2-methyl-4-(4′-methylphenyl)thiazole 
• 1025506-05-1 4-(4-methylphenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide 
• 4209-24-9 p-methylphenacyl chloride 
• 1383935-28-1 2,2-bis(1-methyl-1H-indol-3-yl)-1-(p-tolyl)ethanone 
• 1638152-34-7 4-(4-methylphenyl)-4-vinyl-1,3-dioxolan-2-one 

Relevant articles and documents

Aerobic Direct Dioxygenation of Terminal/Internal Alkynes to α-Hydroxyketones by an Fe Porphyrin Catalyst

We herein report a new synthetic method for the preparation of α-hydroxyketones by the dioxygenation of alkynes. The reaction proceeds at room temperature under the action of Fe porphyrin and pinacolborane under air as a green oxidant to produce α-hydroxyketones. The mild reaction conditions allow chemoselective oxidation with functional group tolerance. Terminal alkynes in addition to internal alkynes are applicable, affording unsymmetrical α-hydroxyketones that are difficult to obtain by any reported dioxygenation of unsaturated C?C bonds.

Palladium-Catalyzed (3+3) Annulation of Allenylethylene Carbonates with Nitrile Oxides

In this paper, we designed and synthesized a new type of cyclic carbonates, allenylethylene carbonates (AECs). With AECs as reactive precursors, we developed palladium-catalyzed (3+3) annulation of AECs with nitrile oxides. Various AECs worked well in this reaction under mild reaction conditions. A variety of 5,6-dihydro-1,4,2-dioxazine derivatives with allenyl quaternary stereocenters can be accessed in a facile manner in high yields (≤98%).

Pd-Catalyzed Decarboxylative Olefination: Stereoselective Synthesis of Polysubstituted Butadienes and Macrocyclic P-glycoprotein Inhibitors

The efficient and stereoselective synthesis of polysubstituted butadienes, especially the multifunctional butadienes, represents a great challenge in organic synthesis. Herein, we wish to report a distinctive Pd(0) carbene-initiated decarboxylative olefination approach that enables the direct coupling of diazo esters with vinylethylene carbonates (VECs), vinyl oxazolidinones, or vinyl benzoxazinones to afford alcohol-, amine-, or aniline-containing 1,3-dienes in moderate to high yields and with excellent stereoselectivity. This protocol features operational simplicity, mild reaction conditions, a broad substrate scope, and gram-scalability. Notably, a structurally unique allylic Pd(II) intermediate was isolated and characterized. DFT calculation and control experiments demonstrated that a rare Pd(0) carbene intermediate could be involved in this reaction. Moreover, the polysubstituted butadienes as novel building blocks were unprecedentedly assembled into macrocycles, which efficiently inhibited the P-glycoprotein and dramatically reversed multidrug resistance in cancer cells by 190-fold.