| Identification | Back Directory | [Name]
2-BROMO-4-FLUORO-6-METHYLBENZOIC ACID | [CAS]
1003709-47-4 | [Synonyms]
2-BROMO-4-FLUORO-6-METHYLBENZOIC ACID
Benzoic acid, 2-bromo-4-fluoro-6-methyl- | [Molecular Formula]
C8H6BrFO2 | [MDL Number]
MFCD09263435 | [MOL File]
1003709-47-4.mol | [Molecular Weight]
233.03 |
| Chemical Properties | Back Directory | [Boiling point ]
306.6±42.0 °C(Predicted) | [density ]
1.680±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
2.53±0.37(Predicted) | [Appearance]
Light brown to off-white Solid | [InChI]
InChI=1S/C8H6BrFO2/c1-4-2-5(10)3-6(9)7(4)8(11)12/h2-3H,1H3,(H,11,12) | [InChIKey]
VOFBSAUUUDKWGR-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=C(C)C=C(F)C=C1Br |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 2-bromo-4-fluoro-6-methylbenzoic acid from the compound (CAS: 1262396-02-0) was as follows: 2-bromo-4-fluoro-6-methylbenzamide (0.9 g, 3.9 mmol) was dissolved in 75% aqueous sulfuric acid (4 mL) and heated to 80 °C. Sodium nitrite (0.5 g, 7.2 mmol) was added slowly over a period of 1 h. Continuous generation of nitrogen dioxide gas was observed during the reaction. Upon completion of the reaction, the mixture was cooled to 20 °C and diluted by adding cold water (15 mL). The product was extracted several times with ethyl acetate (6 x 2 mL). The organic phases were combined, washed sequentially with water (4 × 2 mL) and brine (2 × 2 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give 0.879 g of pure 2-bromo-4-fluoro-6-methylbenzoic acid in 97% yield. The product was characterized by 1H NMR (400 MHz, DMSO-d6) and 13C NMR (300 MHz, DMSO-d6 + CCl4), and the data were consistent with the expected structure. | [References]
[1] Patent: WO2011/6803, 2011, A1. Location in patent: Page/Page column 35
[2] Patent: WO2014/64149, 2014, A1. Location in patent: Page/Page column 27; 28 |
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