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| | 2-(Bromomethyl)-5-(trifluoromethyl)furan Basic information |
| | 2-(Bromomethyl)-5-(trifluoromethyl)furan Chemical Properties |
| Boiling point | 38 °C | | density | 1.693±0.06 g/cm3(Predicted) | | refractive index | 1.45 | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) | | form | Oil | | color | Clear Colourless | | InChI | InChI=1S/C6H4BrF3O/c7-3-4-1-2-5(11-4)6(8,9)10/h1-2H,3H2 | | InChIKey | YNHVBNGRNNVEMD-UHFFFAOYSA-N | | SMILES | O1C(C(F)(F)F)=CC=C1CBr |
| Hazard Codes | C | | Risk Statements | 34-36/37/38-43 | | Safety Statements | 26-36/37/39-45-36/37 | | RIDADR | 1760 | | WGK Germany | WGK 3 | | Hazard Note | Corrosive | | HazardClass | 8 | | PackingGroup | Ⅲ | | HS Code | 2932190090 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Skin Sens. 1 |
| | 2-(Bromomethyl)-5-(trifluoromethyl)furan Usage And Synthesis |
| Uses | 2-(Bromomethyl)-5-(trifluoromethyl)furan is an intermediate used to prepare tertiary sulfonamides as liver X receptor antagonists. It is also used to synthesize hydantoin based inhibitors of MMP13 with potential use in osteoarthritis. | | Synthesis | The general procedure for the synthesis of 2-bromomethyl-5-trifluoromethylfuran from 5-methyl-2-trifluoromethylfuran was as follows: to a solution of 2-methyl-5-(trifluoromethyl)furan (4 g, 26.6 mmol) in chloroform (60 mL) was added sequentially N-bromosuccinimide (5.2 g, 29.3 mmol) and 2,2'-azobis(isobutyronitrile) (220 mg 1.33 mmol). The reaction mixture was heated to reflux for 15 minutes. After completion of the reaction, the reaction solution was cooled, poured into water (200 mL) and extracted with chloroform. The organic phases were combined, washed sequentially with water and saturated saline and dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure to give 2-(bromomethyl)-5-(trifluoromethyl)furan (4.79 g, 78% yield). Infrared spectrum of the product (KBr pressed sheet) νmax/cm-1 : 1738, 1688, 1599, 1559. 1H-NMR (CDCl3) δ: 4.46 (2H, s), 6.45 (1H, d, J = 3.8 Hz), 6.75 (1H, d, J = 3.8 Hz). | | References | [1] Patent: EP1362846, 2003, A1. Location in patent: Page/Page column 125 |
| | 2-(Bromomethyl)-5-(trifluoromethyl)furan Preparation Products And Raw materials |
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