| Identification | More | [Name]
5-Bromonicotinonitrile | [CAS]
35590-37-5 | [Synonyms]
3-BROMO-5-CYANOPYRIDINE
5-BROMO-3-CYANOPYRIDINE
5-BROMONICOTINONITRILE
5-BROMOPYRIDINE-3-CARBONITRILE
AKOS BBS-00003122
BUTTPARK 29\04-94
IFLAB-BB F2124-0063
5-Bromonicotinonitrile,98%
3-Bromo-5-cyanopyridine 97% | [Molecular Formula]
C6H3BrN2 | [MDL Number]
MFCD00174363 | [Molecular Weight]
183.01 | [MOL File]
35590-37-5.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [Melting point ]
103-107 °C(lit.) | [Boiling point ]
228.8±20.0 °C(Predicted) | [density ]
1.72±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Heated), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
-0.57±0.20(Predicted) | [color ]
Pale Yellow to Yellow | [InChI]
InChI=1S/C6H3BrN2/c7-6-1-5(2-8)3-9-4-6/h1,3-4H | [InChIKey]
FTFFHWWIPOQCBC-UHFFFAOYSA-N | [SMILES]
C1=NC=C(Br)C=C1C#N | [CAS DataBase Reference]
35590-37-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
3276 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
White crystalline powder | [Synthesis]
General procedure for the synthesis of 3-cyano-5-bromopyridine from 3,5-dibromopyridine: iPrMgCl (2M in THF, 4.1 mL) and THF (5 mL) were added to a flask containing dry LiCl (0.35 g, 8.24 mmol) at 15 °C. After stirring for 15 min, a solution of 3-bromo-1-benzylnitrile (1.46 g, 8.03 mmol) in THF (1 mL) was slowly added to the reaction mixture and stirring was continued for 15 min. Subsequently, DMF (1.3 mL, 12 mmol) was added dropwise at 0 °C and the mixture was stirred for 2 hours. Upon completion of the reaction, aqueous NH3 (7 mL, 28-30%) and I2 (4.06 g, 16 mmol) were added to the mixture. After stirring for 2 h at room temperature, the reaction mixture was poured into saturated aqueous Na2SO3 solution and extracted with CHCl3 (3 x 30 mL). The organic layers were combined, dried with Na2SO4 and filtered. After removing the solvent under reduced pressure, the residue was purified by silica gel short column chromatography (eluent: hexane/ethyl acetate = 9:1, v/v) to afford pure 3-cyano-5-bromopyridine (0.73 g) in 71% yield. Most of the nitrile compounds involved in this study were commercially available and were identified by comparison with real samples. | [References]
[1] Tetrahedron, 2013, vol. 69, # 5, p. 1462 - 1469 |
|
|