100649-48-7

Basic information

• Product Name: 2-methyl-1-phenylpropan-1-one-2-d
• Synonyms: 2-methyl-1-phenylpropan-1-one-2-d
• CAS NO: 100649-48-7
• Molecular Weight: 149.197
• Mol File: 100649-48-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2-methyl-1-phenylpropan-1-one-2-d(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-1-phenylpropan-1-one-2-d(100649-48-7)
• EPA Substance Registry System: 2-methyl-1-phenylpropan-1-one-2-d(100649-48-7)

Safety Data

• Hazardous Substances Data: 100649-48-7(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 20637-27-8 2-deuteriobenzothiazole 
• 59919-11-8 2-methyl-1-phenyl-2-(phenylthio)propan-1-one 
• 5170-76-3 2-methyl-1-phenyl-1-acetoxy-1-propene 
• 39158-85-5 2-methyl-1-phenyl-1-trimethylsiloxy-1-propene 
• 611-70-1 phenyl isopropyl ketone 

Downstream Products

• 100649-50-1 α-(<2-(2)H>isopropyl)-ββ-di-isopropylstyrene 

Relevant articles and documents

Infrared C-D Stretching and 2H NMR Spectra of Isopropyl-2-d 1-(p-Substituted Phenyl)ethyl Ketons. Evidence for the Hydrogen Bond-Like Interaction between C-D Group and Aromatic ?-Electrons

Isopropyl-2-d 1-(p-X-phenyl)ethyl ketones (where, X=H, NO2, Br, Cl, C2H5, CH3, and NH2) were shown to have two absorption bands in the C-D sterching region.The absorption band at the higher frequency (ca. 2177 cm-1) is assigned to the C-D...? approached conformer, and the high frequency shift is ascribed to the effect of steric compression.Weak C-D...? hydrogen bond was shown to occur by the measurement of the substituent effect on the formation constant and the relative enthalpy of the C-D...? approached conformer

A simple method for α-position deuterated carbonyl compounds with pyrrolidine as catalyst

A simple, cost-effective method for deuteration of carbonyl compounds employing pyrrolidine as catalyst and D2O as deuterium source was described. High degree of deuterium incorporation (up to 99%) and extensive functional group tolerance were achieved. It is the first time that secondary amines are used as catalysts for H/D exchange of carbonyl compounds, which also allow the deuteration of complex pharmaceutically interesting substrates. A possible catalytic mechanism, based on the hydrolysis of 1-pyrrolidino-1- cyclohexene, for this pyrrolidine-catalyzed H/D exchange reaction has been proposed. Pyrrolidine has been shown to be an efficient catalyst for deuteration of carbonyl compounds. The method also allowed the deuteration of complex pharmaceutically interesting substrates. Preliminary experiment showed that the enamine and/or iminium activation modes may be involved. Copyright

Triazabicyclodecene: An effective isotope exchange catalyst in CDCl 3

(Chemical Equation Presented) We describe the first effective H/D exchange reaction with acidic substrates in CDCl3 at room temperature. The particularly mild reaction conditions involved (solvent, base, and temperature) allow the chemoselective deuteration of ketones over esters. An NMR study was conducted with the aim of rationalizing the results obtained in the presence of TBD as catalyst.

Catalytic asymmetric synthesis of (S)-oxybutynin and a versatile intermediate for antimuscarinic agents

A practical synthesis of (S)-oxybutynin, a muscarinic receptor antagonist, using catalytic enantioselective cyanosilylation of cyclohexyl phenyl ketone (9a) as a key step is described. The key reaction proceeded with 94% ee using 1 mol% of Gd-1 catalyst,