Identification | Back Directory | [Name]
3-BROMO-5-HYDROXYBENZONITRILE | [CAS]
770718-92-8 | [Synonyms]
3-BROMO-5-HYDROXYBENZONITRILE Benzonitrile, 3-bromo-5-hydroxy- | [Molecular Formula]
C7H4BrNO | [MDL Number]
MFCD16659096 | [MOL File]
770718-92-8.mol | [Molecular Weight]
198.02 |
Chemical Properties | Back Directory | [Boiling point ]
284.4±25.0 °C(Predicted) | [density ]
1.79±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
7.62±0.10(Predicted) | [Appearance]
White to off-white Solid |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 3-hydroxy-5-bromobenzonitrile from 3-bromo-5-methoxybenzonitrile: Anhydrous colistin (100 mL) was added to a dry flask, followed by 3-bromo-5-methoxybenzonitrile (10.4 g, 49 mmol) and lithium iodide (LiI, 19.6 g, 3 equiv). The reaction mixture was heated to 150 °C and kept overnight under nitrogen protection. After completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice-cold 1 M hydrochloric acid (HCl) solution. The aqueous phase was extracted using a 1:1 mixture of ethyl acetate (EtOAc)/hexane and the organic phase was washed with water and dried with anhydrous magnesium sulfate (MgSO4). Finally, the target product 3-hydroxy-5-bromobenzonitrile (8.7 g, 89% yield) was obtained by vacuum concentration. | [References]
[1] Patent: US2005/239881, 2005, A1. Location in patent: Page/Page column 47-48 [2] Patent: US2008/20981, 2008, A1. Location in patent: Page/Page column 19 [3] Patent: US2008/45511, 2008, A1. Location in patent: Page/Page column 21 [4] Patent: US2008/293664, 2008, A1. Location in patent: Page/Page column 16 [5] Patent: US2008/249151, 2008, A1. Location in patent: Page/Page column 21 |
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