50654-42-7

Basic information

• Product Name: 3-hydroxy-2,2-dimethyl-3-phenylproprionitrile
• Synonyms: 3-hydroxy-2,2-dimethyl-3-phenylproprionitrile
• CAS NO: 50654-42-7
• Molecular Weight: 175.23
• Mol File: 50654-42-7.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 3-hydroxy-2,2-dimethyl-3-phenylproprionitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-2,2-dimethyl-3-phenylproprionitrile(50654-42-7)
• EPA Substance Registry System: 3-hydroxy-2,2-dimethyl-3-phenylproprionitrile(50654-42-7)

Safety Data

• Hazardous Substances Data: 50654-42-7(Hazardous Substances Data)

Upstream product

• 78-82-0 Isobutyronitrile 
• 100-52-7 benzaldehyde 
• 50638-76-1 2-trimethylsilyl-2-methylpropanenitrile 
• 1446698-40-3 2-dimethylsilyl-2-methylpropanenitrile 
• 78-67-1 2,2'-azobis(isobutyronitrile) 
• 1089675-67-1 C₁₆H₁₆O₃ 
• 53151-59-0 C₂₁H₁₈O₃ 
• 495414-24-9 3-(2-iodophenyl)-2,2-dimethyl-3-(trimethylsilyloxy)propanenitrile 
• 26260-02-6 2-iodobenzaldehyde 
• 445007-02-3 3-hydroxy-3-(2-iodophenyl)-2,2-dimethylpropanenitrile 
• 630-18-2 tert-butyl isocyanide 

Downstream Products

• 91246-99-0 2,2-dimethyl-3-hydroxy-3-phenylpropionamide 
• 103860-99-7 2,2-dimethyl-3-oxo-3-phenyl-propionic acid amide 
• 7391-73-3 2,2-dimethyl-3-oxo-3-phenylpropanenitrile 

Relevant articles and documents

Nucleophilic addition of α-(dimethylsilyl)nitriles to aldehydes and ketones

α-Alkylated (dimethylsilyl)acetonitriles (Me2HSiCR 3R4CN) react spontaneously with aldehydes in DMSO to give β-hydroxynitriles in good to high yields. The addition to ketones is effectively promoted by using MgCl2/su

One-pot nitrile aldolization/hydration operation giving β-hydroxy carboxamides

Rhodium to the rescue: The formal aldol products of carboxamides (CONH 2) were obtained by using a RhI(OR) (R=H, Me) catalyst under essentially neutral pH and ambient conditions. This novel aldol strategy is based on the catalytic al

Key role of Ti(IV) in the selective radical - radical cross-coupling mediated by the ingold-Fischer effect

We report an innovative approach for the selective synthesis of polyfunctional derivatives by cross-combination of different radicals generated under mild conditions. The coordinating effect of Ti(IV) plays a key role in the reaction mechanism: due to its chelating action on the hydroxyl groups, it promotes the homolytic C-C bond cleavage of α,β-dihydroxy ketones by enhancing the captodative effect and the consequent stabilization of the corresponding α-hydroxy-α-carbonyl radicals. When these radicals are generated in the presence of stoichiometric amounts of TiCl4 and 2,2'-azo-bis-isobutyronitrile (AIBN) is employed as a source of α-cyanoisopropyl radicals, the selective radical-radical cross-coupling is observed, affording the corresponding β-hydroxynitriles in high yields. This innovative methodology allows application of the well-known Ingold-Fischer effect to a wider range of stabilized carbon-centered radicals, whose formation derives from the chelating action of Ti(IV).