7-BROMO-3-HYDROXY-NAPHTHALENE-2-CARBOXYLIC ACID Chemical Properties

Melting point:

262 °C

Boiling point:

420.3±35.0 °C(Predicted)

Density 

1.772±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

2.81±0.30(Predicted)

color 

White to Yellow

BRN 

2372925

InChIKey

XZWXQSGFZHRDNB-UHFFFAOYSA-N

CAS DataBase Reference

1779-11-9

EPA Substance Registry System

2-Naphthalenecarboxylic acid, 7-bromo-3-hydroxy- (1779-11-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-24/25

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29181990

7-BROMO-3-HYDROXY-NAPHTHALENE-2-CARBOXYLIC ACID Usage And Synthesis

Chemical Properties

Yellow solid

Synthesis Reference(s)

Journal of Medicinal Chemistry, 33, p. 171, 1990 DOI: 10.1021/jm00163a029

Synthesis

The general procedure for the synthesis of 3-hydroxy-7-bromo-2-naphthalenecarboxylic acid from 1,6-dibromo-2-hydroxynaphthalene-3-carboxylic acid was as follows: in a 1L three-necked flask, 40 g of 4,7-dibromo-3-hydroxy-2-naphthalenecarboxylic acid (0.116 mol) and 500 ml of glacial acetic acid were added, and the mixture was stirred thoroughly until uniform. Subsequently, 18 g of tin powder (0.153 mol) and 130 ml of concentrated hydrochloric acid were sequentially added to the reaction mixture. The reaction mixture was heated to 125°C and the reaction was refluxed at this temperature for 12 hours. After completion of the reaction, 300 ml of water was added to the mixture and cooled to room temperature with stirring. The reaction mixture was filtered and the filter cake was washed twice with 200 ml of water. Finally, the filter cake was dried in an oven to give 29.9 g of the target product 3-hydroxy-7-bromo-2-naphthalenecarboxylic acid in 96.5% yield.

References

[1] Patent: EP2573067, 2013, A1. Location in patent: Paragraph 0053; 0054
[2] Patent: CN106866433, 2017, A. Location in patent: Paragraph 0078; 0079; 0080
[3] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 14, p. 1021
[4] Proceedings - Indian Academy of Sciences, Section A, 1950, vol. 32, p. 292,298
[5] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 19, p. 790

7-BROMO-3-HYDROXY-NAPHTHALENE-2-CARBOXYLIC ACID(1779-11-9)Related Product Information

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