80516-36-5

Upstream product

• 4481-30-5 2-methyl-3-phenylbutane 
• 769-57-3 α,β,β-trimethylstyrene 
• 98-86-2 acetophenone 
• 65398-92-7 p-(1,2-dimethyl-1-nitropropyl)nitrobenzene 
• 103696-79-3 C₆H₇N₂^(1-)*Na⁽¹⁺⁾ 
• 34916-52-4 sodium salt of 2-ethylmalononitrile 
• 2374-19-8 C₆H₈NO₂^(1-)*Na⁽¹⁺⁾ 
• 3958-63-2 lithium 2-nitropropane 
• 65398-95-0 Tetra-n-butyl-ammonium 2-nitropropanate 
• 28735-55-9 lithium 1-nitroethan-1-ide 

Downstream Products

• 62-23-7 4-nitro-benzoic acid 
• 13399-43-4 α,β,β-Trimethyl-p-nitro-styrol 
• 89727-70-8 2,3-Dibrom-2,3-dimethyl-propyl-p-nitro-benzol 

Relevant academic research and scientific papers

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 Correlation of Regiochemistry with Structure in the SRN1 Reaction of aci-Nitronates with p-Nitrobenzylic Substrates

The rate and regiochemistry of the SRN1 reactions of aci-nitronates with p-nitrobenzylic substrates are profoundly affected by branching at the positions adjacent to the reaction sites (Cβ).Definitive rules which predict whether C-alkylation will occur in the association step involving p-nitrobenzylic radicals and aci-nitronate ions are formulated. β-Branching causes O-alkylation or reductive processes to increase.In some cases no recognizable product formation results.Benzylic alcohols, p-nitrophenyl alkyl ketones and/or their oximes, and p-nitrophenol are among the products which result from subsequent reactions of the O-alkylation products, aci-nitronic esters of benzylic alcohols.

Regiochemistry of the Association Step in SRN1 Reactions; Kinetically Controlled Coupling of aci-Nitronate Ions and p-Nitrobenzylic Radicals

The regiochemistry of the coupling between p-nitrobenzylic radicals and aci-nitronate ions in the association step of SRN1 reactions is shown to be dependent on steric factors.Branching at the carbon which is α to the reaction site causes a shi