37721-75-8Relevant articles and documents
Facile synthesis of 2,3,5,6-tetrabromo-4-methyl-nitrocyclohexa-2,5-dien-1- one, a mild nitration reagent
Arnatt, Christopher K.,Zhang, Yan
scheme or table, p. 1592 - 1594 (2012/04/10)
Nitrocylcohexadienones have been applied as nitration reagents for mild, mono-nitrating reactions. The original synthesis of 2,3,5,6-tetrabromo-4-methyl- 4-nitrocylcohexa-2,5-dien-1-one appeared to be difficult to pursue due to both the solvent system and
POLYBROMINATED AROMATIC COMPOUNDS V. REACTION OF PENTABROMOTOLUENE WITH SODIUM METHOXIDE IN PYRIDINE
Shishkin, V. N.,Lapin, K. K.,Tanaseichuk, B. S.,Butin, K. P.
, p. 1882 - 1887 (2007/10/02)
During the reaction of pentabromotoluene with sodium methoxide in pyridine, together with the products from methoxydebromination and protodebromination, the products from substitution of both the bromine atom in the aromatic ring and hydrogen atom in the methyl group by methoxy groups are formed.The directing effect of the methyl and methoxymethyl groups during substitution of the bromine in the pentabromophenyl ring by the methoxide ion was studied, and it was shown that the directing selectivity of these substituents is low.The methyl group is predominantly a meta-orientant, whereas the methoxymethyl group is predominantly a para-orientant.
Nitrocyclohexadienones : a new class of nitrating agents
Lemaire, Marc,Guy, Alain,Roussel, Jacques,Guette, Jean-paul
, p. 835 - 844 (2007/10/02)
Various nitrocyclohexadienones are proposed as new nitrating agents. These compounds are easy to prepare from corresponding phenols, easy to handle and stable. Nitrocyclohexadienones act as nitronium carriers using rearomatization as the driving force and permit nitration of highly activated substrates under mild conditions and with good yields.