| Identification | Back Directory | [Name]
(2-BROMO-6-FLUOROPHENYL)METHANOL | [CAS]
261723-33-5 | [Synonyms]
6-Bromo-2-fluorobenzyl alcohol
2-Bromo-6-fluorobenzyl alcohol
2-bromo-6-fluoroBenzenemethanol
(2-BROMO-6-FLUOROPHENYL)METHANOL
BenzeneMethanol, 2-broMo-6-fluoro- | [Molecular Formula]
C7H6BrFO | [MDL Number]
MFCD09263985 | [MOL File]
261723-33-5.mol | [Molecular Weight]
205.03 |
| Chemical Properties | Back Directory | [Melting point ]
40-60° | [Boiling point ]
256.7±25.0 °C(Predicted) | [density ]
1.658±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
solid | [pka]
13.47±0.10(Predicted) | [color ]
White | [InChI]
InChI=1S/C7H6BrFO/c8-6-2-1-3-7(9)5(6)4-10/h1-3,10H,4H2 | [InChIKey]
HHGJENWYHVFPSA-UHFFFAOYSA-N | [SMILES]
C1(CO)=C(F)C=CC=C1Br |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-fluoro-6-bromobenzenemethanol from 2-bromo-6-fluorobenzaldehyde: Sodium borohydride (284 g, 7.93 mol) was added batchwise to a solution of 2-bromo-6-fluorobenzaldehyde (1.60 kg, 7.91 mol) in methanol (14 L) at 0 °C, with a controlled rate of addition to regulate exothermic and gas production. After 15 minutes of reaction, the reaction was quenched with water (500 mL) and the reaction mixture was subsequently concentrated to give a yellow oil. The oil was dissolved in ethyl acetate (6L) and washed with (3L) water. The aqueous layer was back-extracted with ethyl acetate (1L). The organic phases were combined, washed with brine (2L), dried over anhydrous sodium sulfate, filtered and concentrated to give 2-fluoro-6-bromobenzenemethanol as an orange oil (1614 g, 100%). The product was characterized by 1H NMR (CDCl3): δ 7.40 (d, 1H), 7.18 (m, 1H), 7.07 (t, 1H), 4.86 (s, 2H). | [References]
[1] Patent: US2009/163472, 2009, A1. Location in patent: Page/Page column 18
[2] Patent: US2011/65727, 2011, A1. Location in patent: Page/Page column 16
[3] Patent: US2011/65699, 2011, A1. Location in patent: Page/Page column 14
[4] Advanced Synthesis and Catalysis, 2014, vol. 356, # 16, p. 3415 - 3421 |
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