573-04-6

Basic information

• Product Name: 5-Fluoro-1-naphthoicacid
• Synonyms: 5-Fluoro-1-naphthoic acid 99%;5-Fluoro-1-naphthoicacid99%;5-Fluoronaphthalene-1-carboxylic acid, 1-Carboxy-5-fluoronaphthalene
• CAS NO: 573-04-6
• Molecular Formula: C₁₁H₇FO₂
• Molecular Weight: 190.17
• Mol File: 573-04-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 371.4°Cat760mmHg
• Flash Point: 178.4°C
• Appearance: /
• Density: 1.355g/cm³
• Vapor Pressure: 3.58E-06mmHg at 25°C
• Refractive Index: 1.647
• PKA: 3.16±0.10(Predicted)
• CAS DataBase Reference: 5-Fluoro-1-naphthoicacid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Fluoro-1-naphthoicacid(573-04-6)
• EPA Substance Registry System: 5-Fluoro-1-naphthoicacid(573-04-6)

Safety Data

• Hazard Codes: C
• Hazardous Substances Data: 573-04-6(Hazardous Substances Data)

Usage

General Description

5-Fluoro-1-naphthoic acid is a chemical compound with the formula C11H7FO2. It is a derivative of naphthalene and contains a fluorine atom attached to the first carbon of the naphthalene ring. 5-Fluoro-1-naphthoicacid is used in the production of various pharmaceuticals and agrochemicals as a building block for the synthesis of more complex molecules. It is also used as a reagent in organic synthesis to introduce the 5-fluoro-1-naphthoic acid moiety into different compounds for further functionalization. Additionally, it has been studied for its potential in the treatment of various diseases due to its anti-inflammatory and anti-tumor properties. Overall, 5-Fluoro-1-naphthoic acid plays an important role in the field of pharmaceuticals and organic synthesis.

InChI:InChI=1/C11H7FO2/c12-10-6-2-3-7-8(10)4-1-5-9(7)11(13)14/h1-6H,(H,13,14)

Upstream product

• 405196-38-5 5-fluoro-1-naphthalenecarboxylic acid 1,1-dimethylethyl ester 
• 86-55-5 1-naphthalenecarboxylic acid 
• 16726-67-3 5-bromo-1-naphthalenecarboxylic acid 
• 129158-96-9 5-bromo-1-naphthalenecarboxylic acid 1,1-dimethylethyl ester 
• 444913-40-0 ethyl 5-fluoro-1-naphthoate 

Relevant articles and documents

PYRROLIDINE INHIBITORS OF IAP

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Synthesis of mono- and difluoronaphthoic acids

Aryl carboxamides are useful structural units found in several biologically active compounds. Unlike their benzoic acid counterparts, fluorinated versions of naphthoic acids are relatively unknown. In connection with a recent project, we needed viable syntheses of several mono- and difluorinated naphthoic acids. Herein we describe the synthesis of 5-, 6-, 7-, and 8-fluoro-1-naphthalenecarboxylic acids and 5,7-, 5,8-, 6,7-, and 4,5-difluoro-1-naphthalenecarboxylic acids. The 5-fluoro derivative 1 was obtained from the corresponding 5-bromo compound via electrophilic fluorination of the lithio-intermediate. The rest of the monofluoro (2, 3, and 4) and the difluoro acids (5, 6, and 7) were prepared by a new, general route which entailed the elaboration of commercial fluorinated phenylacetic acids to 2-(fluoroaryl)glutaric acids with differential ester groups; selective hydrolysis to a mono acid, intramolecular Friedel-Crafts cyclization, and aromatization furnished the target structures. An alternative process to assemble a naphthalene skeleton is also presented for the difluoro acids 5 and 6. Finally, 4,5-difluoro-1-naphthalenecarboxylic acid (8) was prepared expeditiously from 1,8-diaminonaphthalene by adapting classical reactions.