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1-Methoxynaphthalene

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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
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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.)
Flash point:
>230 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform, Methanol
form 
Oil
color 
Clear Colorless to Yellow
Specific Gravity
1.1
Water Solubility 
immiscible
BRN 
7748884
LogP
3.450
CAS DataBase Reference
2216-69-5(CAS DataBase Reference)
NIST Chemistry Reference
Naphthalene, 1-methoxy-(2216-69-5)
EPA Substance Registry System
Naphthalene, 1-methoxy- (2216-69-5)
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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

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1-Methoxynaphthalene Usage And Synthesis

Chemical Properties

1-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.

Uses

1-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.

Preparation

1-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 Description

1-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 Methods

Steam 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.]

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