2-Ethoxynaphthalene Chemical Properties

Melting point:

35-37 °C(lit.)

Boiling point:

282°C

Density 

1.0640

vapor pressure 

0.518Pa at 25℃

refractive index 

1.5975 (estimate)

FEMA 

2768 | BETA-NAPHTHYL ETHYL ETHER

Flash point:

134°C

solubility 

alcohol: soluble

color 

White to Almost white

Odor

at 10.00 % in dipropylene glycol. naphtha floral orange blossom powdery grape

Odor Type

naphthyl

Water Solubility 

insoluble

JECFA Number

1258

Merck 

14,3752

BRN 

2042397

LogP

3.747 at 25℃

CAS DataBase Reference

93-18-5(CAS DataBase Reference)

NIST Chemistry Reference

Naphthalene, 2-ethoxy-(93-18-5)

EPA Substance Registry System

Naphthalene, 2-ethoxy- (93-18-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

38

Safety Statements 

26-36-24/25

WGK Germany 

2

RTECS 

QJ6900000

TSCA 

Yes

HS Code 

29093090

MSDS

• Language:English Provider:2-Ethoxynaphthalene
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Ethoxynaphthalene Usage And Synthesis

Description

(β-Naphthyl ethyl ether has an odor suggestive of orange blossom with a faint, fruity undertone. It has a corresponding sweet taste suggestive of strawberry (on extreme dilution only). This substance may be prepared by esterification of P-naphthol with ethyl alcohol and sulfuric acid; from β-naphtholsodium and diethylsulfate in weak aqueous base; fromβ-naphtholsodium and ethyl bromide.

Chemical Properties

Ethyl 2-Naphthyl Ether forms white or light brown crystals (mp 37–38°C), with a mild, long-lasting, orange blossom fragrance. Soluble in 7 volumes of 95% ethanol and oily fragrances. Sweet orange blossom and grape notes at the very lightest stage, the aroma is more gentle and delicate, with a very long-lasting scent.

Uses

The fluorescence of 2-Ethoxynaphthalene has been shown to be weakly quenched by m-dimethlphthalate and methyl benzoate. Importantly, at increased concentration methyl benzoate enhances the fluorescence by increasing the polarity of the solvent .

Definition

ChEBI: 2-Ethoxynaphthalene is a member of naphthalenes.

Preparation

By esterification of β-naphthol with ethyl alcohol and sulfuric acid; from β-naphtholsodium and diethylsulfate in weak aqueous base; from β-naphtholsodium and ethyl bromide.

Application

2-Ethoxynaphthalene is used in trace amounts in flavor compositions, mainly in fruit complexes, berry compositions, Honey and Nut imitations, etc. In extreme dilution, the flavor is mainly fruity, sweet and Grape-StrawberryIike.

Taste threshold values

Taste characteristics at 4 ppm: powdery, floral, soapy and heavy with a berry and grape nuance.

General Description

Nerolin bromelia is an alkyl ether of 2-naphthol, which is generally used as a perfume and flavoring compound.

Flammability and Explosibility

Not classified

Purification Methods

Crystallise it from pet ether or EtOH (m 37-38o). Dry it in vacuo, or distil it in a vacuum. The picrate has m 104.5o (from EtOH or CHCl3). [Beilstein 6 H 606, 6 II 578, 6 III 2972, 6 IV 4257.]

2-Ethoxynaphthalene(93-18-5)Related Product Information

• Boron trifluoride diethyl etherate
• Diethyl ether
• Ethoxyquin
• 2-Ethoxyphenol
• 2-Ethoxyethanol
• Ethylene glycol monoethyl ether acetate
• Ethanol
• Ethylparaben
• C8E3
• acetic acid, triethoxy-, ethyl ester
• Ethylbenzene
• Ethyl ethoxyacetate
• Ethyl acetate
• 4-Ethoxyphenol
• DIETHOXYMETHANE
• DAMASCONE
• 2-Methoxynaphthalene
• CRESYL VIOLET ACETATE