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| | 3-Bromo-5-fluorobenzonitrile Basic information |
| | 3-Bromo-5-fluorobenzonitrile Chemical Properties |
| Melting point | 43 °C | | Boiling point | 218.7±20.0 °C(Predicted) | | density | 1.69±0.1 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | powder to lump | | color | White to Almost white | | InChI | InChI=1S/C7H3BrFN/c8-6-1-5(4-10)2-7(9)3-6/h1-3H | | InChIKey | IADLVSLZPQYXIF-UHFFFAOYSA-N | | SMILES | C(#N)C1=CC(F)=CC(Br)=C1 | | CAS DataBase Reference | 179898-34-1(CAS DataBase Reference) |
| Hazard Codes | T,Xi,Xn | | Risk Statements | 20/21/22-36/37/38-36-22 | | Safety Statements | 26-36/37/39 | | RIDADR | 3439 | | WGK Germany | WGK 3 | | Hazard Note | Toxic | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 2926907090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2 |
| | 3-Bromo-5-fluorobenzonitrile Usage And Synthesis |
| Chemical Properties | off-white crystalline | | Uses | 3-Bromo-5-fluorobenzonitrile is a compound of benzonitrile containing bromine and fluorine atoms, which is mainly used as an intermediate component in organic synthesis. | | Synthesis | 3-Bromo-5-fluorobenzonitrile is synthesised using 1,3-dibromo-5-fluorobenzene as a raw material by chemical reaction. The specific synthesis steps are as follows:
A 250-mL round-bottom flask equipped with a magnetic stir bar was charged with 1,3-dibromo-5-fluorobenzene (7.70 g, 30.3 mmol), DMF (45 mL), pyridine (4.9 mL), and copper (I) cyanide (2.72 g, 30.3 mmol) under nitrogen.
A reflux condenser was attached to the flask.
The green, cloudy mixture was stirred at reflux for 3 h.
Once lower Rf impurities were observed, the reaction was allowed to cool to room temperature.
The reaction was quenched with 30 mL of ether, and a precipitate formed in the dark solution.
The precipitate was gravity-filtered though Celite.
The filtrate was rinsed three times with ether (100 mL/50 g bromide).
The isolated solution was added to a separatory funnel.
The organic layer was washed with a 2:1 mixture of water and concentrated ammonium hydroxide (30 mL), followed by saturated ammonium chloride solution (2*30 mL) and saturated sodium bicarbonate (30 mL).
The aqueous layers were extracted with ether (3*40 mL).
The organic layers were combined and dried over anhydrous sodium sulfate.
The product was purified by flash column chomatography to yield 3-bromo-5-fluorobenzonitrile (2.10 g, 35percent).
1H NMR (400 MHz, CDCl3) δ 7.62 (s, 1H), 7.54-7.50 (m, 1H), 7.35-7.32 (m, 1H).
 | | References | [1] Patent: US5688808, 1997, A
[2] Patent: US5693646, 1997, A
[3] Patent: US5696133, 1997, A
[4] Patent: US5696130, 1997, A |
| | 3-Bromo-5-fluorobenzonitrile Preparation Products And Raw materials |
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