| Identification | Back Directory | [Name]
4-Bromo-2-nitrobenzyl alcohol | [CAS]
22996-19-6 | [Synonyms]
4-Bromo-2-nitrobenzy Alcohol
4-BROMO-2-NITROBENZYL ALCOHOL
(4-bromo-2-nitrophenyl)methanol
Benzenemethanol, 4-bromo-2-nitro-
REF DUPL: 4-Bromo-2-nitrobenzyl alcohol
4-Bromo-2-nitrobenzyl alcohol ISO 9001：2015 REACH | [Molecular Formula]
C7H6BrNO3 | [MDL Number]
MFCD07779493 | [MOL File]
22996-19-6.mol | [Molecular Weight]
232.03 |
| Chemical Properties | Back Directory | [Boiling point ]
338.5±27.0 °C(Predicted) | [density ]
1.767±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
13.57±0.10(Predicted) | [Appearance]
Light yellow to light brown Solid |
| Hazard Information | Back Directory | [Synthesis]
Step 1. A solution of borane tetrahydrofuran complex (1 M solution of tetrahydrofuran, 13 mL, 13 mmol) was slowly added dropwise to a tetrahydrofuran solution of 4-bromo-2-nitrobenzoic acid (2.00 g, 8.13 mmol) over 5 min at room temperature. Subsequently, the reaction mixture was heated to 72 °C and the reaction was stirred. Upon completion of the reaction, the mixture was carefully poured into saturated aqueous sodium bicarbonate solution to quench the reaction. The aqueous phase was extracted with ethyl acetate, the organic phases were combined and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give the white solid product (4-bromo-2-nitrophenyl)methanol (1.85 g, 96% yield). The product was characterized by 1H-NMR (300 MHz, CDCl3): δ 8.25 (d, J = 1.8Hz, 1H), 7.80 (dd, J = 8.1, 1.8Hz, 1H), 7.67 (d, J = 8.1Hz, 1H), 4.96 (d, J = 6.3Hz, 2H), 2.37 (t, J = 6.3Hz, 1H). | [References]
[1] Patent: US2007/191603, 2007, A1. Location in patent: Page/Page column 40
[2] Patent: WO2007/117607, 2007, A2. Location in patent: Page/Page column 333
[3] MedChemComm, 2018, vol. 9, # 5, p. 862 - 869
[4] Journal of Medicinal Chemistry, 2018, vol. 61, # 18, p. 8402 - 8416 |
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