2-methoxynaphthalene

• ChemBase ID: 110050
• Molecular Formular: C11H10O
• Molecular Mass: 158.1965
• Monoisotopic Mass: 158.07316494
• SMILES: COc1ccc2ccccc2c1
• Canonical SMILES: COc1ccc2c(c1)cccc2
• InChI: InChI=1S/C11H10O/c1-12-11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H3
• InChIKey: LUZDYPLAQQGJEA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxynaphthalene
• IUPAC Traditional name: naphthalene, 2-methoxy-
• Synonyms: 2-Methoxynaphthalene; Methyl 2-naphthyl ether; Nerolin Yara Yara; 2-METHOXYNAPHTHALENE; β-Methoxynaphthalene; β-Methyl naphthyl ether; β-Naphthol methyl ether; Nerolin; Yara yara; Β-Naphthol methyl ether; 2-Naphthol methyl ether; 2-Naphthyl methyl ether; 2-Methoxynaphthalene; 6-Methoxy-2-naphthalene; Methyl β-Naphthyl Ether; NSC 4171; β-Naphthyl Methyl Ether; 2-甲氧基萘; 2-萘甲醚; 2-萘甲醚; 2-甲氧基萘

Database IDs

• CAS Number: 34068; 93-04-9
• EC Number: 202-213-6
• MDL Number: MFCD00004061
• Beilstein Number: 1859408
• Merck Index: 145997
• PubChem SID: 162095558; 24848894; 24902102
• PubChem CID: 7119
• Chemspider ID: 6852
• Wikipedia Title: Β-Naphthol_methyl_ether
• Flavis Number: 4.074

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.8050513
• LogD (pH = 7.4): 2.8050513
• Log P: 2.8050513
• Molar Refractivity: 48.9714 cm^3
• Polarizability: 20.469223 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: flakes; powder
• Melting Point: 70-73 °C(lit.); 70-75°C
• Boiling Point: 272-274°C; 274 °C(lit.)
• Flash Point: ca 139°C(282°F)
• Density: 1.064 g/mL at 25 °C(lit.)
• Organoleptic: blossom; sweet; floral; strawberry; sweet

Safety Information

• RTECS: QJ9468750
• German water hazard class: 2
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... CYP1A2(1544)

Product Information

• Purity: ≥99%; 95+%; 98%; 99%
• Grade: Kosher
• Biological Source: from synthetic
• Origin: China origin
• Linear Formula: C10H7OCH3

DETAILS

MP Biomedicals - 05213527

MP Biomedicals Rare Chemical collection

Sigma Aldrich - W525308

Packaging
1 kg in poly bottle
1 sample in glass bottle
10, 25 kg in fiber drum

Sigma Aldrich - 148245

Packaging
100 g in poly bottle

Sigma Aldrich - W509000

Features and Benefits
Intensely sweet, floral, mild orange blossom

Toronto Research Chemicals - M264685

2-Methoxynaphthalene is an impurity of the non-steroidal anti-inflammatory Naproxen (N377525).

REFERENCES

• Castelli, F. et al.: Int. J. Phamac., 184, 21 (1999)
• Dong, X. et al.: Hun. Huag., 29, 59 (1999)
• The 3-lithio-derivative (n-BuLi) has been reacted with electrophiles, e.g. allyl bromide, ethylene oxide, etc.: Chem. Ind. (London), 1529 (1963); Indian J. Chem., 7, 536 (1969).
• For Friedel-Crafts acylation at the 6-position, see: Org. Synth. Coll., 6, 34 (1988). For conditions for minimizing the competing 1-acylation, see: Synth. Commun., 20, 383 (1990).