| Chemical Properties | yellow to amber liquid |
| Chemical Properties | 2-Nitroanisole is a yellowish or light-red to
amber liquid. May be transported in molten form. |
| Uses | 2-Nitroanisole has been employed as solvatochromic probe to examine cybotactic region of pure and mixed supercritical fluid solvent systems. |
| Uses | 2-Nitroanisole is an intermediate in the synthesis of various potential therapeutic compounds. |
| Production Methods | Methanolic sodium hydroxide is added slowly to a solution of 2- chloronitrobenzene in methanol at 70 ℃; the mixture is then heated gradually to 95 ℃ under pressure to complete the reaction. After dilution with water the product 2-Nitroanisole is separated as an oil, in 90 % yield, and methanol is recovered from the aqueous layer. |
| Definition | ChEBI: A member of the class of 2-nitroanisoles that is anisole in which one of the hydrogens ortho to the methoxy group is replaced by a nitro group. |
| Synthesis Reference(s) | Tetrahedron Letters, 29, p. 4501, 1988 DOI: 10.1016/S0040-4039(00)80531-6 |
| General Description | 2-Nitroanisole (2-methoxynitrobenzene is an industrial and environmental pollutant causing tumors of the urinary bladder in rats and mice. Tumorigenic potential of 2-nitroanisole has been evaluated by host-mediated in vitro and in vivo assay. |
| Hazard | Questionable carcinogen. |
| Safety Profile | Confirmed carcinogen.
Moderately toxic by ingestion. Mutation data
reported. Explosive reaction with sodium
hydroxide + zinc. Vigorous reaction with
hydrogen + catalyst (at 250°C/34bar). When
heated to decomposition it emits toxic
fumes of NOx. See also p-
NITROANISOLE. |
| Potential Exposure | A dye intermediate and for synthesis
of other chemicals. NFPA has reported an explosion on
during reduction with a nickel catalyst. Occupational exposure
to 2-nitroanisole may occur through inhalation and
dermal contact with this compound at workplaces where
the chemical is produced or used. |
| Carcinogenicity | o-Nitroanisole is reasonably anticipated to be a human carcinogenbased on sufficient evidence of carcinogenicity from studies in experimental animals. |
| Shipping | UN2730 Nitroanisoles, liquid, Hazard Class: 6.1;
Labels: 6.1-Poisonous materials. UN3458 Nitroanisoles,
solid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. |
| Purification Methods | Purify it by repeated vacuum distillation in the absence of oxygen. [Beilstein 6 IV 1249.] |
| Incompatibilities | A strong oxidizer. Incompatible with
strong acids; sulfur, combustibles, organics, and other
easily oxidizable materials. Will accelerate the burning
of combustible materials. If large quantities are involved
in a fire or the combustible material is finely divided, an
explosion may result. Prolonged exposure to fire or heat
may result in an explosion. Explodes at temperatures
＞110℃. Combustible-liquid or fine powder may form
explosive mixture with air. Nitroanisole reacts explosively
with (sodium hydroxide ＋ zinc). It reacts vigorously
with hydrogen1 catalyst (@ 250℃ & 25,500 mmHg). |
| Waste Disposal | Use a licensed professional
waste disposal service to dispose of this material. Dissolve
or mix the material with a combustible solvent and burn in
a chemical incinerator equipped with an afterburner and
scrubber. All federal, state, and local environmental regulations
must be observed. |