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| | 4-Bromo-2-fluorobenzyl bromide Basic information |
| | 4-Bromo-2-fluorobenzyl bromide Chemical Properties |
| Melting point | 33-36 °C (lit.) | | Boiling point | 126 °C (19 mmHg) | | density | 1.9094 (rough estimate) | | refractive index | 1.5770 (estimate) | | Fp | 126°C/9mm | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | soluble in Methanol | | form | Low Melting Solid | | color | White to off-white | | Sensitive | Lachrymatory | | BRN | 4307676 | | InChI | InChI=1S/C7H5Br2F/c8-4-5-1-2-6(9)3-7(5)10/h1-3H,4H2 | | InChIKey | XMHNLZXYPAULDF-UHFFFAOYSA-N | | SMILES | C1(CBr)=CC=C(Br)C=C1F | | CAS DataBase Reference | 76283-09-5(CAS DataBase Reference) |
| Hazard Codes | C | | Risk Statements | 22-34-52/53-20/21/22 | | Safety Statements | 26-36/37/39-45-61 | | RIDADR | UN 2923 8/PG 3 | | WGK Germany | 2 | | Hazard Note | Corrosive/Lachrymatory | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29039990 | | Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | | Hazard Classifications | Acute Tox. 3 Oral
Aquatic Chronic 3
Eye Irrit. 2
Skin Corr. 1B |
| | 4-Bromo-2-fluorobenzyl bromide Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powder | | Uses | 4-Bromo-2-fluorobenzyl bromide may be used in the synthesis of 1-(2-fluoro-4-(1-methyl-1H-pyrazol-4-yl)benzyl)indoline-2,3-dione. | | General Description | 4-Bromo-2-fluorobenzyl bromide is a substituted benzyl bromide. Its density is 1.9094g/ml at 25°C. | | Synthesis | General procedure for the synthesis of 2-fluoro-4-bromobenzyl bromide from 2-fluoro-4-bromotoluene: N-bromosuccinimide (NBS, 1.07 g, 6.05 mmol) and azobisisobutyronitrile (AIBN, 83 mg, 0.50 mmol) were dissolved in carbon tetrachloride (CCl4, 10 mL), followed by addition of 2-fluoro-4-bromotoluene (1 g, 5.04 mmol). The reaction mixture was heated to reflux at 100 °C for 13 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the resulting solid was collected by filtration. The filtrate was extracted several times with carbon tetrachloride and water. The organic layers were combined and dried with anhydrous sodium sulfate to remove residual water. Subsequently, the organic layer was concentrated under reduced pressure to afford 4-bromo-1-(bromomethyl)-2-fluorobenzene (1.2 g, 4.47 mmol) in 89% yield. The product was characterized by 1H-NMR (300 MHz, CDCl3): δ 7.51-7.41 (m, 1H), 7.09 (d, J=9.0 Hz, 1H), 6.99 (d, J=8.2 Hz, 1H), 4.34 (s, 2H). | | References | [1] Patent: US2015/259350, 2015, A1. Location in patent: Paragraph 0169; 1070
[2] Patent: KR101745741, 2017, B1. Location in patent: Paragraph 0268
[3] Patent: WO2014/76104, 2014, A1. Location in patent: Page/Page column 66
[4] Journal of Medicinal Chemistry, 1995, vol. 38, # 15, p. 2938 - 2945
[5] European Journal of Pharmaceutical Sciences, 2006, vol. 27, # 2-3, p. 188 - 193 |
| | 4-Bromo-2-fluorobenzyl bromide Preparation Products And Raw materials |
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