136869-41-5

Upstream product

• 147225-22-7 2-lithio-2-nitropropane 
• 54757-17-4 1-chloromethyl-2,5-dimethoxy-3,4,6-trimethyl-benzene 
• 117574-74-0 (2,5-dimethoxy-3,4,6-trimethylphenyl)methanol 
• 103808-42-0 2,5-dimethoxy-3,4,6-trimethylbenzaldehyde 
• 199011-11-5 1-Difluoromethyl-2,5-dimethoxy-3,4,6-trimethyl-benzene 
• 4537-09-1 1,4-dimethoxy-2,3,5-trimethyl-benzene 
• 700-13-0 Trimethylhydroquinone 
• 140848-84-6 2-fluoromethyl-3,5,6-trimethyl-1,4-benzoquinone 
• 109885-41-8 5-(chloromethyl)-2,3,5-trimethylcyclohexa-2,5-diene-1,4-dione 
• 2406-25-9 di-tert-butyl nitroxide 

Relevant academic research and scientific papers

Fluoride as leaving group in SRN1 reactions of a tetrasubstituted-1,4-benzoquinone

2-Fluoromethyl-3,5,6-trimethyl-1,4-benzoquinone was synthesized and its reactivity in SRN1 reactions compared to the reactivity of the chloro derivative previously described. This study reports the first examples of the displacement of the fluoride in SRN1 reactions involving a substitution at an sp3 carbon atom.

Synthesis of Mono-Fluorinated Quinones by an Unusual SRN1 Reaction : Difluoromethyl Quinones as Substrates

Aldehydes are transformed into stable gem-difluoro compounds. Upon standard SRN1 reaction conditions, they generate anion radicals that undergo a very fast fluoride elimination to produce methylene quinones which are alkylated by a nucleophile. This process gives rise to facile access to new fluorinated species having any side chain. It is the first reported example of gem-difluoro compounds reacting by the SRN1 mechanism.

S(RN)1 reactions of a tetrasubstituted-1,4-benzoquinone

The C-alkylation reaction of 2-chloromethyl-3,5,6-trimethyl-1,4-benzoquinone by 2-nitropropane anion is shown to proceed by the S(RN)1 mechanism. This mechanism is confirmed by the inhibitory effects of dioxygen, p-dinitrobenzene, cupric chloride and di-t