90405-51-9

Basic information

• Product Name: 1,3-dimethyl-4-(15N)nitrobenzene
• CAS NO: 90405-51-9
• Molecular Weight: 152.158
• Mol File: 90405-51-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,3-dimethyl-4-(15N)nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dimethyl-4-(15N)nitrobenzene(90405-51-9)
• EPA Substance Registry System: 1,3-dimethyl-4-(15N)nitrobenzene(90405-51-9)

Safety Data

• Hazardous Substances Data: 90405-51-9(Hazardous Substances Data)

Upstream product

• 108-38-3 m-xylene 

Relevant articles and documents

The Rearrangement of Aromatic Compounds. Part 3. The Mechanism of Rearrangement of Nitrated Hydrocarbons in Trifluoromethanesulphonic Acid

1,3-Dialkyl-2-nitrobenzenes (C6H3R2NO2; R = Me, Et, and Pri) rearrange in trifluoromethanesulphonic acid to the corresponding 4-nitro derivatives; with R = Et, this reaction is accompanied by dehydration to 7-ethyl-3-methylanthranil.The reaction rate increases markedly with the size of the alkyl group; with R = Me, the reaction was studied at 110 deg C but, with R = Pri, temperatures of 36-54 deg C were used.The studies with R = Me show the reaction to be first-order with the rate coefficients (k1) increasing rapidly with the acidity of the solution 1)/d(-H0)> = 1.45, decreasing with acidity to o.49.Double-labelling experiments with 1H and 15N show the reaction to be intramolecular. 1,2,4-Trimethyl-3-nitrobenzene also rearranges under these conditions to give mainly the 5-nitro isomer.The above results are discussed in terms of a direct 1,3-shift of the nitro group.