1-Methoxynaphthalene

1-Methoxynaphthalene Basic information
Product Name:1-Methoxynaphthalene
Synonyms:1-methoxy-naphthalen;1-Naphthol methyl ether;alpha-Naphthyl methyl ether;I-Methoxynaphthalin;METHYL-ALPHA-NAPHTHYL ETHER;METHYL A-NAPHTHYL ETHER;METHYL 1-NAPHTHYL ETHER;LABOTEST-BB LT00436935
CAS:2216-69-5
MF:C11H10O
MW:158.2
EINECS:218-696-1
Product Categories:API intermediates;2216-69-5
Mol File:2216-69-5.mol
1-Methoxynaphthalene Structure
1-Methoxynaphthalene Chemical Properties
Melting point 5 °C
Boiling point 135-137 °C/12 mmHg (lit.)
density 1.09 g/mL at 25 °C (lit.)
refractive index n20/D 1.621(lit.)
Fp >230 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform, Methanol
form Oil
color Clear Colorless to Yellow
Specific Gravity1.1
Water Solubility immiscible
BRN 7748884
LogP3.450
CAS DataBase Reference2216-69-5(CAS DataBase Reference)
NIST Chemistry ReferenceNaphthalene, 1-methoxy-(2216-69-5)
EPA Substance Registry SystemNaphthalene, 1-methoxy- (2216-69-5)
Safety Information
Safety Statements 23-24/25
RIDADR UN 3082 9/PG III
WGK Germany 3
RTECS QJ9465500
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29093090
MSDS Information
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1-Methoxynaphthalene English
SigmaAldrich English
ACROS English
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1-Methoxynaphthalene Usage And Synthesis
Chemical Properties1-Methoxynaphthalene is an isomer of methoxynaphthalene. It is clear light yellow to brown liquid that aroma is not as good as 2-methoxynaphthalene. Insoluble in water, soluble in ethanol, ether, benzene and chloroform.
Uses1-Methoxynaphthalene is used in the study of peroxygenase activity of cytochrome c peroxidase. It is used as a precursor to synthesize prenyl naphthalene-ols, which shows antioxidative activity. It is also used in organic synthesis, pesticides, perfumes for making soaps, and film developers.
Preparation1-Methoxynaphthalene can be obtained by methylating 1-naphthol, and the methylating reagent can be selected from methyl trifluoroacetate, dimethyl carbonate and dimethyl sulfate.
Synthesis Reference(s)Tetrahedron Letters, 32, p. 675, 1991 DOI: 10.1016/S0040-4039(00)74857-X
General Description1-Methoxynaphthalene, a methoxyphenolic compound, is a naphthalene derivative that finds application as a precursor for the preparation of pharmaceutical drugs, and also as a therapeutic agent.
Purification MethodsSteam distil the ether from alkaline solution. The distillate is extracted with Et2O. After drying (MgSO4) the extract and evaporating Et2O, the methyl naphthyl ether is then fractionated under reduced pressure from CaH2. The picrate has m 129.5-130.5o (from EtOH). [Beilstein 6 IV 4211.]
1-Methoxynaphthalene Preparation Products And Raw materials
Preparation Products1-METHOXY-4-NITRONAPHTHALENE-->4-METHOXYNAPHTHALENE-1-BORONIC ACID-->2-bromo-1-methoxynaphthalene-->4-METHOXY-1-NAPHTHOL-->1-bromo-4-methoxy-naphthalene-->4-Methoxy-1-naphthaldehyde-->4-methoxynaphthalene-1-carboxylate-->2,3-Dihydro-1,4-naphthoquinone-->2-bromo-1-(4-methoxynaphthalen-1-yl)ethanone
1-NAPHTHOXYACETIC ACID 1-Naphthyl acetate 2-Methoxynaphthalene POLY(ETHYLENE GLYCOL) METHYL ETHER ACRYLATE 4'-METHOXY-ALPHA-NAPHTHOFLAVONE Methoxydiethylborane Anisole m-Anisyl alcohol (Trifluoromethoxy)benzene 4-METHOXY-2-NAPHTHYLAMINE P-TOLUENESULFONATE SALT 1-Methoxynaphthalene 4-METHOXY-1-NAPHTHOL p-Anisic acid p-Anisidine 2'-METHOXY-7,8-BENZOFLAVONE Methoxyacetic acid p-Anisaldehyde Carbaryl

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