Anisole

Anisole
Names
	Preferred IUPAC name Anisole
	Systematic IUPAC name Methoxybenzene
	Other names Methyl phenyl ether; Phenoxymethane
Identifiers
CAS Number	100-66-3 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	506892
ChEBI	CHEBI:16579 ;
ChEMBL	ChEMBL278024 ;
ChemSpider	7238 ;
ECHA InfoCard	100.002.615
EC Number	202-876-1;
Gmelin Reference	2964
KEGG	C01403 ;
PubChem CID	7519;
RTECS number	BZ8050000;
UNII	B3W693GAZH ;
UN number	2222
CompTox Dashboard (EPA)	DTXSID4041608 ;
	InChI InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3 Key: RDOXTESZEPMUJZ-UHFFFAOYSA-N ; InChI=1/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3 Key: RDOXTESZEPMUJZ-UHFFFAOYAP;
	SMILES COc1ccccc1;
Properties
Chemical formula	C7H8O
Molar mass	108.140 g·mol−1
Appearance	Colorless liquid
Density	0.995 g/cm3
Melting point	−37 °C (−35 °F; 236 K)
Boiling point	154 °C (309 °F; 427 K)
Solubility	Insoluble
Magnetic susceptibility (χ)	−72.79×10−6 cm3/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H226, H315, H319
Precautionary statements	P210, P233, P240, P241, P242, P243, P264, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P313, P337+P313, P362, P370+P378, P403+P235, P501
NFPA 704 (fire diamond)	1 2 0
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	3700 mg/kg (rat, oral)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Anisole, or methoxybenzene, is an organic compound with the formula CH₃OC₆H₅. It is a colorless liquid with a smell reminiscent of anise seed, and in fact many of its derivatives are found in natural and artificial fragrances. The compound is mainly made synthetically and is a precursor to other synthetic compounds. Structurally, it is an ether (−O−) with a methyl (−CH₃) and phenyl (−C₆H₅) group attached. Anisole is a standard reagent of both practical and pedagogical value.^[2]

It can be prepared by the Williamson ether synthesis; sodium phenoxide is reacted with a methyl halide to yield anisole.

^ ^a ^b ^c Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 702–703. doi:10.1039/9781849733069-00648. ISBN 978-0-85404-182-4. Anisole, C₆H₅−O−CH₃, is the only name in the class of ethers which is retained both as a preferred IUPAC name and for use in general nomenclature. For preferred IUPAC names, no substitution is allowed; for general nomenclature substitution is allowed on the ring and on the side chain under certain conditions (see P-34.1.1.4).
^ Smith, Michael B.; March, Jerry (2007), Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th ed.), New York: Wiley-Interscience, ISBN 978-0-471-72091-1

[iupac2013-1] Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 702–703. doi:10.1039/9781849733069-00648. ISBN 978-0-85404-182-4. Anisole, C₆H₅−O−CH₃, is the only name in the class of ethers which is retained both as a preferred IUPAC name and for use in general nomenclature. For preferred IUPAC names, no substitution is allowed; for general nomenclature substitution is allowed on the ring and on the side chain under certain conditions (see P-34.1.1.4).

[2] Smith, Michael B.; March, Jerry (2007), Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th ed.), New York: Wiley-Interscience, ISBN 978-0-471-72091-1

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