Nitration in aqueous nitric acid: the rate profile and the limiting reaction rates was written by Draper, Mark R.;Ridd, John H.. And the article was included in Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) in 1981.Safety of 3-Methyl-4-nitroanisole This article mentions the following:
Rate coefficients for the nitration of RNMe3+ (R = Ph, PhCH2, p-tolyl) were used to establish a rate profile for the reaction in 63.7-100% HNO3 at 25°, and to estimate the NO2+ concentration in the aqueous medium. The nitration kinetics of a series of reactive aromatic compounds (mainly phenolic ethers) in aqueous HNO3 were analyzed in terms of 1st-order rate coefficients and the zero-order rate of NO2+ formation. The 1st-order rate coefficients approach a limiting value with increasing reactivity of the aromatic substrates; this value is as expected for the rate-determining formation of an encounter pair (ArH.NO2+; Ar = aromatic). The NO2+ lifetime in 60.4% HNO3 (t1/2 ≈ 5 × 10-8 s) was calculated from the zero-order rate at 25° and used to show that the ArH.NO2+ encounter pair is formed via diffusion together of the components. Studies on more reactive aromatic compounds were carried out in the presence of N2H4, since this was shown to prevent the HNO2-catalyzed reaction previously observed In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Safety of 3-Methyl-4-nitroanisole).
3-Methyl-4-nitroanisole (cas: 5367-32-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Safety of 3-Methyl-4-nitroanisole
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem