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| | 5-BROMOTHIOPHENE-2-CARBONITRILE Basic information |
| | 5-BROMOTHIOPHENE-2-CARBONITRILE Chemical Properties |
| Boiling point | 124°C/34mmHg(lit.) | | density | 1.694 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.6190(lit.) | | Fp | 214 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | clear liquid | | color | Colorless to Light orange to Yellow | | Specific Gravity | 1.619 | | λmax | 276nm(Benzene)(lit.) | | InChI | InChI=1S/C5H2BrNS/c6-5-2-1-4(3-7)8-5/h1-2H | | InChIKey | YVVHCBNJWHPMCQ-UHFFFAOYSA-N | | SMILES | C1(C#N)SC(Br)=CC=1 |
| Hazard Codes | Xn | | Risk Statements | 20/21/22-36/37/38 | | Safety Statements | 26-36/37 | | RIDADR | 3267 | | WGK Germany | 3 | | HS Code | 29309090 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 5-BROMOTHIOPHENE-2-CARBONITRILE Usage And Synthesis |
| Chemical Properties | Colorless liquid or semisolid | | Synthesis | General procedure for the synthesis of 5-bromothiophene-2-carboxaldehyde oxime from 5-bromothiophene-2-carbonitrile: To a mixture of 5-bromothiophene-2-carboxaldehyde oxime (1.3 g, 6.2 mmol) and tetrahydrofuran (15 mL), acetic acid (1.4 mL, 25 mmol) and acetic anhydride (1.5 mL, 15 mmol) were added, and the reaction was started at room temperature. Subsequently, the reaction mixture was stirred at 50 °C for 2 hours, then warmed to 70 °C to continue stirring for 8 hours. Upon completion of the reaction, the reaction mixture was cooled and the solvent was removed by vacuum concentration. The crude product was purified by NH-silica gel column chromatography (eluent ratio heptane:ethyl acetate=8:1) to afford 5-bromothiophene-2-carbonitrile (1.0 g, 5.4 mmol, 88% yield) as a colorless solid.1H-NMR (CDCl3) δ (ppm): 7.11 (1H, d, J=4.0 Hz), 7.40 (1H, d, J=4.0 Hz). | | References | [1] Patent: EP1782811, 2007, A1. Location in patent: Page/Page column 51
[2] Bulletin de la Societe Chimique de France, 1967, p. 4115 - 4120
[3] Patent: WO2003/87103, 2003, A1. Location in patent: Page/Page column 17
[4] Patent: WO2005/82899, 2005, A1. Location in patent: Page/Page column 30
[5] Synlett, 2011, # 15, p. 2223 - 2227 |
| | 5-BROMOTHIOPHENE-2-CARBONITRILE Preparation Products And Raw materials |
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