109916-61-2

Basic information

• Product Name: 3-hydroxy-3-methyl-pentan-2-one
• CAS NO: 109916-61-2
• Molecular Weight: 116.16
• Mol File: 109916-61-2.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 3-hydroxy-3-methyl-pentan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-3-methyl-pentan-2-one(109916-61-2)
• EPA Substance Registry System: 3-hydroxy-3-methyl-pentan-2-one(109916-61-2)

Safety Data

• Hazardous Substances Data: 109916-61-2(Hazardous Substances Data)

Upstream product

• 917-64-6 methyl magnesium iodide 
• 15933-07-0 Ethyl 2-oxobutanoate 
• 141-78-6 ethyl acetate 
• 78-93-3 butanone 
• 77-75-8 meparfynol 
• 3592-22-1 3-acetoxy-3-methyl-pentan-2-one 
• 3431-67-2 di-n-butylcadmium 
• 431-03-8 dimethylglyoxal 
• 815-57-6 3-Methyl-2,4-pentanedione 
• 42722-80-5 (α-methoxyvinyl)lithium 
• 124-38-9 carbon dioxide 
• 64-19-7 acetic acid 
• 71-43-2 benzene 
• 67-56-1 methanol 

Downstream Products

• 38217-38-8 (2RS,3SR)-3-methyl-pentane-2,3-diol 
• 3739-30-8 2-hydroxy-2-methylbutyric acid 
• 7112-95-0 5-ethyl-4,5-dimethyl-2-phenyl-2,5-dihydro-oxazole 
• 936231-26-4 5-ethyl-5-methyl-4-oxo-4,5-dihydro-furan-2-carboxylic acid methyl ester 
• 36901-09-4 5-ethyl-4,5-dimethyl-3-phenylfuran-2(5H)-one 
• 1261228-74-3 3-(N-cyclohexylcarbamoyl)-5-ethyl-2-imino-4,5-dimethyl-2,5-dihydrofuran 
• 1261228-76-5 3-(N-cyclohexylcarbamoyl)-5-ethyl-4,5-dimethyl-2,5-dihydrofuran-2-one 
• 1261228-85-6 3-(N-cyclohexylcarbamoyl)-5-ethyl-4,5-dimethyl-2-(N-methylimino)-2,5-dihydrofuran 
• 1261228-82-3 3-(N-cyclohexylcarbamoyl)-2-dicyanomethylidene-5-ethyl-4,5-dimethyl-2,5-dihydrofuran 
• 1261228-79-8 3-(N-cyclohexylcarbamoyl)-5-ethyl-2-imino-4,5-dimethyl-2,5-dihydrofuran hydrochloride 
• 98558-15-7 3-acetyl-3-methyl-1-pentyne 
• 7112-88-1 5-ethyl-2-(4-methoxy-phenyl)-4,5-dimethyl-2,5-dihydro-oxazole 
• 7112-90-5 2-(4-chloro-phenyl)-5-ethyl-4,5-dimethyl-2,5-dihydro-oxazole 

Relevant articles and documents

Synthesis of Α-hydroxy ketones by copper(I)-catalyzed hydration of propargylic alcohols: CO2 as a cocatalyst under atmospheric pressure

Inexpensive and efficient Cu(I) catalysis is reported for the synthesis of α-hydroxy ketones from propargylic alcohols, CO2, and water via tandem carboxylative cyclization and nucleophilic addition reaction. Notably, hydration of propargylic alcohols can be carried out smoothly under atmospheric CO2 pressure, generating a series of α-hydroxy ketones efficiently and selectively. This strategy shows great potential for the preparation of valuable α-hydroxy ketones by using CO2 as a crucial cocatalyst under mild conditions.

AgI/TMG-Promoted Cascade Reaction of Propargyl Alcohols, Carbon Dioxide, and 2-Aminoethanols to 2-Oxazolidinones

Chemical valorization of CO2 to access various value-added compounds has been a long-term and challenging objective from the viewpoint of sustainable chemistry. Herein, a one-pot three-component reaction of terminal propargyl alcohols, CO2, and 2-aminoethanols was developed for the synthesis of 2-oxazolidinones and an equal amount of α-hydroxyl ketones promoted by Ag2O/TMG (1,1,3,3-tetramethylguanidine) with a TON (turnover number) of up to 1260. By addition of terminal propargyl alcohol, the thermodynamic disadvantage of the conventional 2-aminoethanol/CO2 coupling was ameliorated. Mechanistic investigations including control experiments, DFT calculation, kinetic and NMR studies suggest that the reaction proceeds through a cascade pathway and TMG could activate propargyl alcohol and 2-aminoethanol through the formation of hydrogen bonds and also activate CO2.

Task-specific ionic liquid and CO2-cocatalysed efficient hydration of propargylic alcohols to α-hydroxy ketones

The hydration of propargylic alcohols is a green route to synthesize α-hydroxy ketones. Herein a CO2-reactive ionic liquid (IL), [Bu4P][Im], was found to display high performance for catalyzing the hydration of propargylic alcohols in the presence of atmospheric CO2, and a series of propargylic alcohols could be converted into the corresponding α-hydroxy ketones in good to excellent yields. In the IL/CO2 reaction system, CO2 served as a cocatalyst by forming α-alkylidene cyclic carbonates with propargylic alcohols, and was released via the rapid hydrolysis of the carbonates catalysed by the IL. This is the first example of the efficient hydration of propargylic alcohols under metal-free conditions. This journal is