50848-68-5

Upstream product

• 673-32-5 1-Phenylprop-1-yne 
• 811-98-3 d⁽⁴⁾-methanol 
• 33712-34-4 benzyl-d2 chloride 
• 78191-00-1 N-Methoxy-N-methylacetamide 
• 21175-64-4 1,1-dideuteriophenylmethanol 
• 103-79-7 1-phenyl-acetone 

Downstream Products

• 100-47-0 benzonitrile 
• 93388-10-4 2-Chloro-2-methyl-1-phenyl-(1,1-⁽²⁾H₂)-propane 
• 78947-46-3 2-Hydroxy-2-methyl-1-phenyl-(1,1-⁽²⁾H₂)-propane 

Relevant academic research and scientific papers

Transition-Metal-Free Deacylative Cleavage of Unstrained C(sp3)-C(sp2) Bonds: Cyanide-Free Access to Aryl and Aliphatic Nitriles from Ketones and Aldehydes

A transition-metal-free deacylative C(sp3)-C(sp2) bond cleavage for the synthetically practical oxidative amination of ketones and aldehydes to nitriles is first described, using cheap and commercially abundant NaNO2 as the oxidant and the nitrogen source. Various nitriles bearing aryl, heteroaryl, alkyl, and alkenyl groups could be smoothly obtained from ketones and aldehydes in high yields, avoiding highly toxic cyanides or transition metals.

Gold-gold cooperation in the addition of methanol to alkynes

The gold(I)-mediated reaction between an internal alkyne and methanol proceeds by a dual activation mechanism, which directly results in formation of gem-diaurated intermediates. Reaction intermediates were investigated by IR multiphoton dissociation spectroscopy, kinetics by NMR spectroscopy, and the mechanism by DFT calculations. Copyright

Photo-driven anti-Markovnikov alkyne hydration in self-assembled hollow complexes

Under UV-light irradiation, the anti-Markovnikov hydration of internal arylalkynes proceeds in the cavity of an electron-deficient coordination cage to give benzyl ketones; the reaction is triggered by cage-mediated, photo-induced electron transfer from the alkynes to the cage.

Borderline between E1 and E2 Mechanisms. Bimolecular Base-Promoted Elimination via Ion Pairs Competing with Concerted E2 Elimination

The solvolysis of 2-chloro-2-methyl-1-phenylpropane (1) in methanol or in 25 vol percent acetonitrile in water at 25 deg C yields substitution product 2 (ether or alcohol) and the two elimination products 3 and 4.The olefin fraction in the aqueous solution does not increase significantly in the presence of 0.75 M sodium hydroxide.In methanol, on the other hand, the fraction of 3 and 4, the ratio /, and the rate of disappearance of 1 increase with methoxide ion concentration.The kinetic isotope effects (k12H + k13H + k14H)/(k12d2 + k13d2 +k14d2) = 1.41 and 1.42, measured for the solvolysis of the dideuterated analogue d2-1 in water/acetonitrile and in methanol, respectively, are too large to be secondary effects on a rate-limiting ionization step, but they suggest reaction via a reversibly formed carbocationic intermediate.The solvolysis of the hexadeuterated analogue d6-1 exhibits "normal" secondary kinetic isotope effects, (k12H + k13H + k14H)/(k12d6 + k13d6 + k14d6) = 1.79 and 1.81 in water/acetonitrile and methanol, respectively.The presence of 2 M NaOMe increases the isotope effect for d2-1 to 2.4 but decreases the effect for d6-1 to 1.35.These results indicate that 3 is formed by a parallel methoxide-promoted one-step concerted rout (E2) and that such a route is not significant for the formation of 4.The isotope effect for the E2 reaction is estimated as kH/kd2 = 4.9 (on the basis of the assumption that the elimination product ratio / for the carbocationic route is not affected by MeO(1-)).