1,6-DIBROMO-2-HYDROXYNAPHTHALENE-3-CARBOXYLIC ACID Chemical Properties

Melting point:

251-255 °C (lit.)

Boiling point:

427.6±45.0 °C(Predicted)

Density 

2.073±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

2.38±0.30(Predicted)

color 

Light yellow to Yellow to Green

BRN 

2378969

CAS DataBase Reference

1779-10-8(CAS DataBase Reference)

EPA Substance Registry System

2-Naphthalenecarboxylic acid, 4,7-dibromo-3-hydroxy- (1779-10-8)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36

Safety Statements 

26

WGK Germany 

3

TSCA 

T

HazardClass 

IRRITANT

HS Code 

29181990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1,6-DIBROMO-2-HYDROXYNAPHTHALENE-3-CARBOXYLIC ACID Usage And Synthesis

Chemical Properties

Light yellow solid

Synthesis

In a 1 L three-necked flask, 3-hydroxy-2-naphthalenecarboxylic acid (50 g, 0.27 mol) was dissolved in 600 mL of glacial acetic acid and stirred until completely dissolved. Another 100 mL of glacial acetic acid was taken to dilute the bromine (34 mL, 0.67 mol), and the diluted bromine solution was slowly added dropwise to the reaction solution, controlling the reaction temperature between 20-30 °C. After the dropwise addition was completed, the reaction system was heated up to 120 °C, and the reaction was refluxed for 3 hours. After the reaction was completed, the heating was stopped and the reaction solution was allowed to cool naturally to room temperature. The cooled reaction solution was slowly poured into 3000 mL of ice water, and a large amount of yellow solid was precipitated. The solid product was collected by filtration, and the filter cake was washed with water and dried in an oven to give 84 g of intermediate 2 in 91% yield.

References

[1] Patent: CN106866433, 2017, A. Location in patent: Paragraph 0075; 0076; 0077
[2] Patent: EP2573067, 2013, A1. Location in patent: Paragraph 0051; 0052
[3] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 19, p. 791
[4] Journal of Medicinal Chemistry, 1990, vol. 33, # 1, p. 171 - 178
[5] Journal of Medicinal Chemistry, 2008, vol. 51, # 15, p. 4685 - 4698

1,6-DIBROMO-2-HYDROXYNAPHTHALENE-3-CARBOXYLIC ACID(1779-10-8)Related Product Information

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