16183-46-3

Basic information

• Product Name: α-Hydroxybutyrophenone
• Synonyms: 1-Phenyl-2-hydroxy-1-butanone;2-Hydroxy-1-phenylbutan-1-one;2-Hydroxybutyrylbenzene
• CAS NO: 16183-46-3
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• Mol File: 16183-46-3.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 251.67°C (rough estimate)
• Appearance: /
• Density: 1.0827
• Refractive Index: 1.5290 (estimate)
• CAS DataBase Reference: α-Hydroxybutyrophenone(CAS DataBase Reference)
• NIST Chemistry Reference: α-Hydroxybutyrophenone(16183-46-3)
• EPA Substance Registry System: α-Hydroxybutyrophenone(16183-46-3)

Safety Data

• Hazardous Substances Data: 16183-46-3(Hazardous Substances Data)

Upstream product

• 93351-19-0 3-ethyl-2-methoxy-2-phenyl-oxirane 
• 4476-02-2 2-hydroxybutanenitrile 
• 877-35-0 2-bromo-1-phenylbutan-1-one 
• 98-88-4 benzoyl chloride 
• 123-38-6 propionaldehyde 
• 613-90-1 benzoyl cyanide 
• 3457-55-4 1-phenyl-1,2-butanedione 
• 108350-39-6 2-iodo-1-phenylbutan-1-one 
• 495-40-9 propiophenone 
• 922186-05-8 phosphoric acid diethyl ester 1-phenyl-but-1-enyl ester 
• 1402704-21-5 C₁₈H₁₅NO₃ 
• 1402704-06-6 (Z)-1-phenyl-1-buten-1-ylboronic acid 
• 1402704-69-1 C₁₈H₁₅NO₃ 
• 622-76-4 1-phenyl-1-butyne 

Downstream Products

• 108843-02-3 1,1-diphenyl-butane-1,2-diol 
• 103986-08-9 5-ethyl-4-phenyl-3H-oxazol-2-one 
• 669-32-9 4-ethyl-5-phenyl-1⁽³⁾H-imidazole 
• 17180-71-1 1-phenyl-butane-1,2-dione-bis-(2,4-dinitro-phenylhydrazone) 
• 3457-55-4 1-phenyl-1,2-butanedione 

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.

Green preparation method α - hydroxyketone

The invention relates to a green preparation method of alpha-hydroxyketone. The method comprises the following steps: adding ketone, iodine, 1,4-diazabicyclo[2.2.2]octane and methanol into a glass reaction bottle in sequence; then stirring and reacting for 14 to 30h at room temperature in an air atmosphere under the irradiation of a 23W compact type fluorescent lamp, so as to obtain a reaction mixture; carrying out silica gel column chromatographic separation to obtain the pure alpha-hydroxyketone. The green preparation method provided by the invention has the characteristics of greenness, high efficiency, simplicity in operation, moderate conditions, wide applicability and easiness for industrialization.

Synthesis of α-oxygenated ketones and substituted catechols via the rearrangement of N-enoxy- and N-aryloxyphthalimides

A common approach to the synthesis of α-oxygenated carbonyl compounds and catechols is the treatment of a carbonyl compound or a phenol with an electrophilic oxygen source. As an alternative approach to these important structures, formal [3,3]-rearrangements of N-enoxyphthalimides, N-enoxyisoindolinones, and N-aryloxyphthalimides have been explored. When used in combination with an initial Chan-Lam coupling, these transformations facilitate the dioxygenation of alkenylboronic acids for the synthesis of α-oxygenated ketones and the dioxygenation of arylboronic acids for the synthesis of catechols. The rearrangements of N-enoxyisoindolinones have also been shown to be diastereoselective.