Category: 5351-07-5

A general method for the direct α-arylation of nitriles with aryl chlorides was written by You, Jingsong;Verkade, John G.. And the article was included in Angewandte Chemie, International Edition in 2003.SDS of cas: 5351-07-5 This article mentions the following:

The long-standing challenge of developing a general method for the title methodol. is met for a broad range of aryl chlorides through the use of bicyclic P(iBuNCH₂CH₂)₃N as bulky electron-rich ligand for palladium. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5SDS of cas: 5351-07-5).

2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.SDS of cas: 5351-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Diradical rearrangements. Part 211. An unusual 1,2-shift in a photochemically generated 1,3-diradical. Mechanistic and exploratory organic photochemistry. Part 151 was written by Zimmerman, Howard E.;Kamath, Ajit P.. And the article was included in Journal of the American Chemical Society in 1988.Electric Literature of C11H13NO This article mentions the following:

The triplet photochem. of 2,5-dianisyl-2,5-dimethyl-3-hexene was explored in a study of the behavior of diradical species occurring in the di-π-methane rearrangement. The penultimate species, the 1,3-diradical, closes more rapidly to cyclopropane product than the latter rearranges further. The photoproduct, 1-anisyl-2-(p-methoxycumenyl)-3,3-dimethylcyclopropane, undergoes a novel singlet rearrangement resulting from three-ring opening to a 1,3-diradical, followed by a 1,2-shift of the p-methoxycumenyl moiety. The diradical, 1-anisyl-2-(p-methoxycumenyl)-3,3-dimethyl-1,3-propanediyl (I), also underwent fragmentation to p-methoxycumenyl and 1-anisyl-3,3-dimethylallyl radicals as a minor process constituting 12%. The two products of the 1,2-shift of the p-methoxycumenyl group in I were 1,4-dianisyl-3,3,4-trimethyl-1-pentene and 4,5-dianisyl-2,5-dimethyl-2-hexene. This was the major reaction course of the singlet I. Crossover experiments were run using the bis(deuteriomethoxy)-labeled cyclopropane. Four percent crossover, resulting from disengagement of a p-methoxycumenyl radical and recombination, was observed The mechanism of the I 1,2-shift is discussed. The quantum yield for the diyl rearrangement was determined Crystal structures of several of the compounds were determined In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5Electric Literature of C11H13NO).

2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Electric Literature of C11H13NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Phenanthrene Synthesis by Palladium(II)-Catalyzed γ-C(sp²)-H Arylation, Cyclization, and Migration Tandem Reaction was written by Gou, Bo-Bo;Yang, Hui;Sun, Huai-Ri;Chen, Jie;Wu, Junliang;Zhou, Ling. And the article was included in Organic Letters in 2019.Computed Properties of C11H13NO This article mentions the following:

Phenanthrene is an important structural motif in chem. and materials science, and many synthetic routes have been developed to construct its skeleton. However, synthesis of unsym. phenanthrenes remains a challenge. Here, an efficient one-pot tandem reaction for the preparation of phenanthrenes via sequential γ-C(sp²)-H arylation, cationic cyclization, dehydration, and 1,2-migration was developed. A wide range of sym. and unsym. phenanthrenes with diversified functional groups were synthesized with good to excellent yields. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5Computed Properties of C11H13NO).

2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Computed Properties of C11H13NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of the C₁-C₁₅ fragment of apicularen A through a regioselective electron-transfer-initiated cyclization reaction was written by Poniatowski, Alexander J.;Floreancig, Paul E.. And the article was included in Synthesis in 2007.COA of Formula: C11H13NO This article mentions the following:

In this paper we report the preparation of the benzyltetrahydropyran fragment I of the vacuolar ATPase inhibitor apicularen A through an oxidative cyclization protocol. In this reaction regioselective cleavage of one homobenzylic ether in the presence of another homobenzylic ether is achieved by selectively weakening one carbon-carbon σ-bond through substitution. This work demonstrates that oxidative fragmentation reactions can be used to generate stable cations selectively, even in the presence of other readily oxidized groups, provided that bond cleavage is sufficiently rapid following oxidation In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5COA of Formula: C11H13NO).

2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.COA of Formula: C11H13NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts