2-Ethoxynaphthalene

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.

The Uses of 2-Ethoxynaphthalene

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 .

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.

Definition

ChEBI: 2-Ethoxynaphthalene is a member of naphthalenes.

What are the applications of 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.]