4-Bromo-2-fluorobenzyl bromide CAS 76283-09-5
4-Bromo-2-fluorobenzyl bromide Basic information
| Product Name: | 4-Bromo-2-fluorobenzyl bromide |
| Synonyms: | 4-BROMO-2-FLUOROBENZYL BROMIDE;4-BROMO-1-(BROMOMETHYL)-2-FLUORO-BENZENE;2-FLUORO-4-BROMOBENZYL BROMIDE;4-Bromo-1-Fluorobenzyl Bromide;4,α-dibromo-2-fluorotoluene;à,4-dibromo-2-fluorotoluene;4-Bromo-2-fluorobenzyl bromide 97%;4-Bromo-2-fluorobenzylbromide97% |
| CAS: | 76283-09-5 |
| MF: | C7H5Br2F |
| MW: | 267.92 |
| EINECS: | 278-412-7 |
| Product Categories: | Fluorine series;Aromatic Halides (substituted);Fluoro-contained benzyl bromide series;alkyl bromide| alkyl Fluorine;bc0001 |
| Mol File: | 76283-09-5.mol |
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) |
Safety Information
| 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 |
| 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 | 51436-99-8 76283-09-5 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
| Raw materials | 4-BROMO-2-FLUOROBENZYL ALCOHOL-->4-Bromo-2-fluorotoluene-->ABIN-->Carbon tetrachloride-->N-Bromosuccinimide |
| Preparation Products | STATIL-->4-Bromo-2-fluorophenylacetic acid |
