| Identification | More | [Name]
2-Bromo-3-fluorobenzoic acid | [CAS]
132715-69-6 | [Synonyms]
2-BROMO-3-FLUOROBENZOIC ACID
BUTTPARK 22\01-97
3-Fluoro-2-Bromo Benzoic Acid 2-Bromo-3-Fluorobenzoic Acid
3-Fluoro-2-Bromo Benzoic Acid
2-Bromo-3-fluorobenzoic | [EINECS(EC#)]
630-221-3 | [Molecular Formula]
C7H4BrFO2 | [MDL Number]
MFCD01569398 | [Molecular Weight]
219.01 | [MOL File]
132715-69-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
158-160°C | [Boiling point ]
292.7±25.0 °C(Predicted) | [density ]
1.789±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
2.51±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C7H4BrFO2/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3H,(H,10,11) | [InChIKey]
KQRCBMPPEPNNDS-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=CC(F)=C1Br | [CAS DataBase Reference]
132715-69-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white powder | [Synthesis Reference(s)]
Tetrahedron Letters, 36, p. 881, 1995 DOI: 10.1016/0040-4039(94)02385-O | [Synthesis]
The general procedure for the synthesis of 2-bromo-3-fluorobenzoic acid from 2-amino-3-fluorobenzoic acid is as follows: in a 1L three-necked round-bottomed flask equipped with a dropping funnel and a thermometer, 20g (0.13 mol) of 2-amino-3-fluorobenzoic acid and 160mL of acetonitrile were added. After the mixture was cooled to 0 °C, 160 mL of 47% hydrobromic acid solution was added slowly and dropwise over 10 min. Subsequently, a solution prepared from 10 g (0.145 mol) of sodium nitrite (NaNO2) dissolved in 20 mL of water was added dropwise to the reaction system over 1 hour. After the dropwise addition, the reaction mixture was continued to be stirred at 0°C for 5 min. Next, 21.8 g (0.15 mol) of copper bromide (CuBr) was added in batches over 30 minutes. The reaction mixture was transferred to a 70°C oil bath and stirred continuously for 1 hour. Upon completion of the reaction, the mixture was cooled to 0 °C, diluted with 700 mL of water and the precipitate was collected by filtration. The precipitate was washed with cold water and dried under vacuum to give the orange solid product 2-bromo-3-fluorobenzoic acid in a yield of 22 g and 78%. | [References]
[1] Patent: US2008/293708, 2008, A1. Location in patent: Page/Page column 37
[2] Journal of Heterocyclic Chemistry, 1990, vol. 27, # 7, p. 2151 - 2163 |
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