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1779-11-9

1779-11-9 Structure

1779-11-9 Structure
IdentificationBack Directory
[Name]

7-BROMO-3-HYDROXY-NAPHTHALENE-2-CARBOXYLIC ACID
[CAS]

1779-11-9
[Synonyms]

7-bromo-3-hydroxy-2-naphthoic acid
6-Bromo-2-naphthol-3-carboxylic Acid
7-Bromo-3-hydroxy-2-naphthoic Acid >
7-bromo-3-hydroxynaphthalene-2-carboxylicaci
7-bromo-3-hydroxy-2-naphthalenecarboxylicaci
7-Bromo-3-hydroxy-2-naphthalenecarboxylic acid
3-Hydroxy-7-bromonaphthalene-2-carboxylic acid
6-BROMO-2-HYDROXY NAPHTHALENE-3-CARBOXYLIC ACID
7-BROMO-3-HYDROXY-NAPHTHALENE-2-CARBOXYLIC ACID
2-Naphthalenecarboxylic acid, 7-bromo-3-hydroxy-
7-Bromo-3-hydroxy-naphthalene-2-carboxylic acid ,97%
7-Bromo-3-hydroxy-2-naphthoic acid >=98.0% (HPLC), 98.0-102.0 wt. % (AT)
[Molecular Formula]

C11H7BrO3
[MDL Number]

MFCD00137823
[MOL File]

1779-11-9.mol
[Molecular Weight]

267.08
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-24/25
[WGK Germany ]

3
[Hazard Note ]

Irritant
[TSCA ]

TSCA listed
[HS Code ]

29181990
Hazard InformationBack Directory
[Chemical Properties]

Yellow solid
[Synthesis Reference(s)]

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

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

1779-10-8

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

1779-11-9

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
Spectrum DetailBack Directory
[Spectrum Detail]

7-BROMO-3-HYDROXY-NAPHTHALENE-2-CARBOXYLIC ACID(1779-11-9)1HNMR
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