325-24-6

Basic information

• Product Name: 2-(2-Fluoroethoxy)naphthalene
• Synonyms: 2-(2-Fluoroethoxy)naphthalene
• CAS NO: 325-24-6
• Molecular Formula: C12H11FO
• Molecular Weight: 190.21
• Mol File: 325-24-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 304°C at 760 mmHg
• Flash Point: 115.4°C
• Appearance: /
• Density: 1.122g/cm³
• Vapor Pressure: 0.00161mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: 2-(2-Fluoroethoxy)naphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Fluoroethoxy)naphthalene(325-24-6)
• EPA Substance Registry System: 2-(2-Fluoroethoxy)naphthalene(325-24-6)

Safety Data

• Hazardous Substances Data: 325-24-6(Hazardous Substances Data)

Usage

Structure

Naphthalene ring with a fluoroethoxy group attached to one of the carbon atoms

Type of compound

Organic compound

Fluorinated derivative

Yes (derived from naphthalene)

Common uses

Building block in the synthesis of pharmaceuticals and agrochemicals, chemical intermediate in the production of other organic compounds

Industrial applications

Research and industrial applications, particularly in the field of organic chemistry and chemical synthesis

Presence of fluoroethoxy group

Enhances compound's usefulness in various applications

InChI:InChI=1/C12H11FO/c13-7-8-14-12-6-5-10-3-1-2-4-11(10)9-12/h1-6,9H,7-8H2

Upstream product

• 762-49-2 2-fluoroethyl bromide 
• 135-19-3 β-naphthol 
• 875-83-2 sodium 2-naphtholate 
• 63649-88-7 2-(naphthalene-2-yloxy)ethyl methanesulfonate 
• 383-51-7 2-fluoroethyl benzenesulfonate 
• 1207991-05-6 2-fluoroethyl 4-tert-butyl-2,6-dimethylbenzenesulfonate 

Relevant articles and documents

METHODS FOR PREPARING FLUOROALKYL ARYLSULFINYL COMPOUNDS AND FLUORINATED COMPOUNDS THERETO

Novel preparative methods for fluoroalkyl arylsulfinyl compounds are disclosed. Fluorinated compounds as useful fluorinated compounds, intermediates, or builing blocks are disclosed. Useful applications of the fluoroalkyl arylsulfinyl compounds are shown.

A new class of SN2 reactions catalyzed by protic solvents: Facile fluorination for isotopic labeling of diagnostic molecules

Aprotic solvents are usually preferred for the SN2 reactions, because nucleophilicity and hence SN2 reactivity are severely retarded by the influence of the partial positive charge of protic solvents. In this work, we introduce a remarkable effect of using tertiary alcohols as a reaction medium for nucleophilic fluorination with alkali metal fluorides. In this novel synthetic method, the nonpolar protic tert-alcohol enhances the nucleophilicity of the fluoride ion dramatically in the absence of any kind of catalyst, greatly increasing the rate of the nucleophilic fluorination and reducing formation of byproducts (such as alkenes, alcohols, or ethers) compared with conventional methods using dipolar aprotic solvents. The great efficacy of this method is a particular advantage in labeling radiopharmaceuticals with [18F]fluorine (t1/2 = 110 min) for positron emission tomographic (PET) imaging, and it is illustrated by the synthesis of four [ 18F]fluoride-radiolabeled molecular imaging probes-[ 18F]FDG, [18F]FLT, [18F]FP-CIT, and [ 18F]FMISO-in high yield and purity and in shorter times compared to conventional syntheses.