| Identification | Back Directory | [Name]
3-BROMO-5-HYDROXYBENZOIC ACID | [CAS]
140472-69-1 | [Synonyms]
5-Hydroxy-3-bromobenzoic acid
Benzoic acid, 3-broMo-5-hydroxy-
3-BroMo-5-hydroxybenzoic acid 97%
3-BroMo-5-hydroxybenzoic acid | [Molecular Formula]
C7H5BrO3 | [MDL Number]
MFCD06797980 | [MOL File]
140472-69-1.mol | [Molecular Weight]
217.03 |
| Chemical Properties | Back Directory | [Melting point ]
237-241 °C | [Boiling point ]
388.1±32.0 °C(Predicted) | [density ]
1.861±0.06 g/cm3(Predicted) | [storage temp. ]
Room temperature. | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
3.69±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C7H5BrO3/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,9H,(H,10,11) | [InChIKey]
WGIBEMRBLBGETQ-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(O)=CC(Br)=C1 | [CAS DataBase Reference]
140472-69-1 |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
22-50 | [Safety Statements ]
61 | [RIDADR ]
UN 2811 6.1/PG 3 | [WGK Germany ]
3 | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
2918290090 |
| Hazard Information | Back Directory | [Uses]
3-Bromo-5-hydroxybenzoic acid is a carboxylic acid derivative and is used in organic synthesis.
| [Synthesis Reference(s)]
[1] Leukotriene b4 inhibitors. Patent no. US20100240678A1 | [Synthesis]
To a solution of NaOH (12.2 g; 305.8 mmol) in 300 mL of water was added 3-bromo-5-iodo-benzoic acid (20 g, 61.2 mmol) and Cu2O (866 mg, 6.1 mmol). The reaction mixture was heated at 100° C. for 24 h. After complete consumption of the starting material, the reaction mixture was cooled to room temperature and filtered through celite. The filtrate was then acidified with 10% aq. HCl and extracted into ethyl acetate. The organic extract was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the 3-Bromo-5-hydroxybenzoic acid as a tan solid (12.3 g, 93% yield). | [Purification Methods]
The acid crystallises from H2O (m 238-239o), and with Me2SO4 it yields the 3-methoxy derivative with m 190-191o (from EtOH). [Baddar et al. J Chem Soc 469 1955, Beilstein 10 IV 333.] | [References]
[1] Patent: US2010/240678, 2010, A1. Location in patent: Page/Page column 22
[2] Patent: WO2009/77385, 2009, A1. Location in patent: Page/Page column 63
[3] Patent: WO2005/113494, 2005, A2. Location in patent: Page/Page column 118-119 |
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