99321-70-7

Basic information

• Product Name: 5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl methyl ether
• Synonyms: 5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl methyl ether
• CAS NO: 99321-70-7
• Molecular Weight: 228.205
• Mol File: 99321-70-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl methyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl methyl ether(99321-70-7)
• EPA Substance Registry System: 5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl methyl ether(99321-70-7)

Safety Data

• Hazardous Substances Data: 99321-70-7(Hazardous Substances Data)

Upstream product

• 99-51-4 4-nitro-o-xylene 
• 124-41-4 sodium methylate 
• 99321-75-2 5,6-dimethyl-2,6-dinitrocyclohexa-2,4-dienyl acetate 

Downstream Products

• 603-06-5 1,2-dimethyl-3,4-dinitrobenzene 
• 616-69-3 1,2-dimethyl-3,5-dinitrobenzene 
• 610-23-1 4,5-dimethyl-1,2-dinitrobenzene 
• 36360-43-7 1,2-dicyano-4,5-p-tolylthiobenzene 
• 15089-77-7 2,3-dimethyl-6-nitrobenzonitrile 
• 99-51-4 4-nitro-o-xylene 
• 99321-71-8 2,3-dimethyl-6-nitroanisole 

Relevant articles and documents

ipso Nitration. XXVI. Nitration of 1,2-dimethyl-4-nitrobenzene. Formation and reactions of adducts

Nitration of 1,2-dimethyl-4-nitrobenzene in a mixture of acetic anhydride and trifluoroacetic anhydride gives the diastereoisomers of 4,5-dimethyl-2,4-dinitrocyclohexa-2,5-dienyl acetate (50percent), in addition to the 1,2-dimethyldinitrobenzenes.In moderate and more strongly acid conditions the adduct gives 4-nitro-, 3,4-dinitro-, and 3,5-dinitro-o-xylene.In neutral and weakly acid solutions 4-nitro- and 3,5-dinitro-o-xylene are formed by a radical and a sigmatropic pathway.The adduct reacts facilely with nucleophiles by allylic substitution to give a 5,6-dimethyl-6-nitrocyclohexa-2,4-dienyl derivative which, in many instances, undergoes a second allylic substitution to a new 4,5-dimethyl-2,4-dinitrocyclohexa-2,5-dienyl derivative.Depending on the nature of the introduced substituent, these 2,4- and 2,5-dienyl products may eliminate nitrous acid, under the reaction conditions, to give the corresponding aromatic compound.The dienyl acetates undergo acid-catalysed transesterification to the corresponding dienols.