62558-05-8

Upstream product

• 62558-02-5 1-(1-chloro-2,2-dimethylpropyl)-4-nitrobenzene 
• 938-16-9 2,2-dimethylpropiophenone 
• 1688-17-1 1-chloro-2,2-dimethyl-1-phenylpropane 
• 100-19-6 (4-nitrophenyl)ethanone 
• 74-88-4 methyl iodide 

Downstream Products

• 50878-44-9 1-(3,3-dimethylbut-1-en-2-yl)-4-nitrobenzene 
• 61986-33-2 2,2-dimethyl-1-(p-nitrophenyl)propan-1-ol 

Relevant academic research and scientific papers

THE NITRATION OF PIVALOPHENONE WITH NITRONIUM TETRAFLUOROBORATE IN SULFOLANE

The nitration of pivalophenone (2,2-dimethyl-1-phenylpropan-1-one) with NO2BF4 gives o-, m-, and p-nitropivalophenones in the percentage ratio of 26:45:29.Competition experiments showed that pivalophenone is ten to twenty times less reactive than benzene

Nitration of deactivated aromatic compounds via mechanochemical reaction

A variety of deactivated arenes were nitrated to their corresponding nitro derivatives in excellent yields under high-speed ball milling condition using Fe(NO3)3·9H2O/P2O5 as nitrating reagent. A radical involved mechanism was proposed for this facial, eco-friendly, safe, and effective nitration reaction.

Distal Stereocontrol Using Guanidinylated Peptides as Multifunctional Ligands: Desymmetrization of Diarylmethanes via Ullman Cross-Coupling

We report the development of a new class of guanidine-containing peptides as multifunctional ligands for transition-metal catalysis and its application in the remote desymmetrization of diarylmethanes via copper-catalyzed Ullman cross-coupling. Through design of these peptides, high levels of enantioinduction and good isolated yields were achieved in the long-range asymmetric cross-coupling (up to 93:7 er and 76% yield) between aryl bromides and malonates. Our mechanistic studies suggest that distal stereocontrol is achieved through a Cs-bridged interaction between the Lewis-basic C-terminal carboxylate of the peptides with the distal arene of the substrate.

Regioselective nitration of deactivated mono-substituted benzenes using acyl nitrates over reusable acidic zeolite catalysts

Nitration of benzonitrile was investigated using a nitric acid/acid anhydride/zeolite catalyst system under different reaction conditions. Trifluoroacetic and chloroacetic anhydrides were found to be the most active among the anhydrides tried. Also, zeolites Hβ and Fe3+β (Si/ Al = 12.5) were found to be the most active catalysts. For example, nitration of benzonitrile with trifluoroacetyl nitrate under reflux conditions in dichloromethane gave 3- and 4-nitrobenzonitriles in quantitative yield, of which the para-isomer represented 24-28%. The yield of para-isomer was improved to 33% when passivated Hβ was used under similar reaction conditions. This is easily the most para-selective nitration of benzonitrile ever recorded. Also, no ortho-isomer was formed under the conditions tried. The zeolite can be easily recovered, regenerated by heating and reused up to six times to give results similar to those obtained with a fresh sample of the catalyst. The nitration system was applied successfully to a range of deactivated mono-substituted benzenes to give para-isomers in significantly higher proportions than in the corresponding traditional nitration reactions.

Ozone-mediated Nitration of Aromatic Ketones and Related Compounds with Nitrogen Dioxide

Alkyl aryl ketones react smoothly with nitrogen dioxide at low temperatures in the presence of ozone to give ortho- and meta-nitro derivatives as the principal products, the former usually being predominant (ortho:meta = 1.1-3.8:1.0).No attack was observed on the alkyl side chains.

STERIC AND ELECTRONIC LIMITATIONS OF THE SRN1 REACTION BETWEEN p-NITROBENZYLIC SUBSTRATES AND TERTIARY CARBANIONS

The SRN1 reaction between sterically hindered p-nitrobenzylic substrates and tertiary carbanions gives C-alkylated products whose yields depend on the steric bulk of both the benzylic substrate and the carbanion, and on the nature of the groups in the carbanion.

The Nitration of Pivalophenone

The nitration of pivalophenone (2,2-dimethyl-1-phenylpropan-1-one), which is the first reported electrophilic substitution on that substrate, gives o-, m- and p-nitropivalophenones in the percentage ratio 30:44:26.This anomalous product distribution, whic