o-Nitroanisole

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o-Nitroanisole
O-nitroanisole.svg
Names
Preferred IUPAC name
1-Methoxy-2-nitrobenzene
Identifiers
3D model (JSmol)
1868032
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.866 Edit this at Wikidata
EC Number
  • 202-052-1
KEGG
RTECS number
  • BZ8790000
UNII
UN number 2730
  • InChI=1S/C7H7NO3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3
    Key: CFBYEGUGFPZCNF-UHFFFAOYSA-N
  • COC1=CC=CC=C1[N+](=O)[O-]
Properties
C7H7NO3
Molar mass 153.137 g·mol−1
Appearance Colorless liquid
Density 1.2540 g/cm3
Melting point 10 °C (50 °F; 283 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

o-Nitroanisole is an organic compound with the formula CH3OC6H4NO2. Three isomers of nitroanisole exist, but the o-isomer is the most commercially important. It is a colorless liquid.

It is prepared by treatment of o-chloronitrobenzene with sodium methoxide:[1]

NaOCH3 + ClC6H4NO2 → CH3OC6H4NO2 + NaCl

The resulting 2-chloronitrobenzene can reduced to o-anisidine, which is a precursor to dyes.

References[edit]

  1. ^ Gerald Booth (2007). "Nitro Compounds, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_411. ISBN 978-3527306732.