132228-33-2

Basic information

• Product Name: 1,3-(1-2H₁)dimethyl-2-nitrobenzene
• CAS NO: 132228-33-2
• Molecular Weight: 152.157
• Mol File: 132228-33-2.mol

Chemical Properties

• CAS DataBase Reference: 1,3-(1-2H₁)dimethyl-2-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-(1-2H₁)dimethyl-2-nitrobenzene(132228-33-2)
• EPA Substance Registry System: 1,3-(1-2H₁)dimethyl-2-nitrobenzene(132228-33-2)

Safety Data

• Hazardous Substances Data: 132228-33-2(Hazardous Substances Data)

Upstream product

• 92304-84-2 1,3-<(1-2H1)dimethyl>benzene 
• 620-19-9 1-chloromethyl-3-methyl-benzene 

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.