2-Methoxynaphthalene

2-Methoxynaphthalene, also called β-naphthol methyl ether, nerolin, or yara yara,^[2] is a stabilizer found in gunpowder, particularly smokeless gunpowders. It is soluble in alcohol, and insoluble in water and dipropylene glycol.

2-Methoxynaphthalene

Names
Preferred IUPAC name 2-Methoxynaphthalene[1]
Other names Methyl naphthalen-2-yl ether[1] Methyl 2-naphthyl ether[1] 2-Naphthol methyl ether 2-Naphthyl methyl ether β-Methoxynaphthalene β-Methyl naphthyl ether β-Naphthol methyl ether Nerolin Yara yara
Identifiers
CAS Number	93-04-9 Y
3D model (JSmol)	Interactive image
ChemSpider	6852
ECHA InfoCard	100.002.013
PubChem CID	7119
UNII	VX2T1Z50C4 Y
CompTox Dashboard (EPA)	DTXSID7044392
InChI InChI=1S/C11H10O/c1-12-11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H3 Key: LUZDYPLAQQGJEA-UHFFFAOYSA-N InChI=1/C11H10O/c1-12-11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H3 Key: LUZDYPLAQQGJEA-UHFFFAOYAR
SMILES O(c2ccc1c(cccc1)c2)C
Properties
Chemical formula	C11H10O
Molar mass	158.200 g·mol−1
Melting point	73–75 °C (163–167 °F; 346–348 K)
Boiling point	274 °C (525 °F; 547 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Studies have also been done on the antiinflammatory effect of β-naphthol methyl ether^[3] and on how it behaves in time-resolved resonance Raman studies.^[4]

Synthesis and uses

Nerolin can be prepared by alkylation of β-naphthol with dimethyl sulfate. It has a faint but persistent odor and used to be a scented compound found in soap and other products.^[5]