| Identification | More | [Name]
3-Bromo-2-cyanopyridine | [CAS]
55758-02-6 | [Synonyms]
3-BROMO-2-CYANOPYRIDINE
3-BROMO-2-PYRIDINECARBONITRILE
3-BROMO-PYRIDINE-2-CARBONITRILE
2-Bromo-3-cyanopyridine
3-Bromo-2-cyanopyridine 97+%
3-bromopicolinonitrile | [Molecular Formula]
C6H3BrN2 | [MDL Number]
MFCD02683288 | [Molecular Weight]
183.01 | [MOL File]
55758-02-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-White Crystals | [Melting point ]
93-98 °C | [Boiling point ]
120°C/4mm | [density ]
1.72±0.1 g/cm3(Predicted) | [Fp ]
120°C/4mm | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Dichloromethane, Ether, Ethyl Acetate, Methanol | [form ]
Powder or Crystalline Powder | [pka]
-2.68±0.10(Predicted) | [color ]
White to pale brown | [InChI]
InChI=1S/C6H3BrN2/c7-5-2-1-3-9-6(5)4-8/h1-3H | [InChIKey]
HCOPIUVJCIZALB-UHFFFAOYSA-N | [SMILES]
C1(C#N)=NC=CC=C1Br | [CAS DataBase Reference]
55758-02-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection . | [RIDADR ]
UN3439 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Crystals | [Uses]
3-Bromopyridine-2-carbonitrile is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | [Synthesis]
Example VIII Synthesis of 3-bromo-2-cyanopyridine: 3-bromopyridine 1-oxide (22 g; 0.12 mol), trimethylcyanosilane (45 ml; 0.36 mol) and triethylamine (33 ml; 0.24 mol) were dissolved in acetonitrile (120 ml) and heated to reflux the reaction for 4 hours. After completion of the reaction, the reaction solution was concentrated and the residue was poured into 3N sodium carbonate solution. The aqueous phase was extracted with dichloromethane, the organic phases were combined and dried over anhydrous sodium sulfate, and the crude product was obtained after concentration. The crude product was recrystallized by hexane/ethyl acetate (3:1) mixed solvent to give 17 g of white solid in 79% yield. The product had a melting point of 92 °C and a thin layer chromatography (TLC) Rf value of 0.31 (Expanding agent: hexane/ethyl acetate = 3:1). | [References]
[1] Patent: US5354749, 1994, A
[2] Patent: WO2009/89312, 2009, A1. Location in patent: Page/Page column 23
[3] Patent: US2010/69425, 2010, A1. Location in patent: Page/Page column 13
[4] Organic Letters, 2008, vol. 10, # 13, p. 2701 - 2704
[5] Patent: US5407942, 1995, A |
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