en O-Nitroanisole

o-Nitroanisole
Names
	Preferred IUPAC name 1-Methoxy-2-nitrobenzene
Identifiers
CAS Number	91-23-6;
3D model (JSmol)	Interactive image;
Beilstein Reference	1868032
ChEBI	CHEBI:48722;
ChEMBL	ChEMBL166415;
ChemSpider	6781;
ECHA InfoCard	100.001.866
EC Number	202-052-1;
KEGG	C19270;
PubChem CID	7048;
RTECS number	BZ8790000;
UNII	ZRE7HLZ17K;
UN number	2730
CompTox Dashboard (EPA)	DTXSID3020962 ;
	InChI InChI=1S/C7H7NO3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3 Key: CFBYEGUGFPZCNF-UHFFFAOYSA-N;
	SMILES COC1=CC=CC=C1[N+](=O)[O-];
Properties
Chemical formula	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). Infobox references

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 be reduced to o-anisidine, which is a precursor to dyes.

References

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

[Booth-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.

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