| Identification | More | [Name]
6-Bromo-2-methylquinoline | [CAS]
877-42-9 | [Synonyms]
6-BROMO-2-METHYLQUINOLINE
6-BROMOQUINALDINE
6-BROMOQUINAIDINE | [Molecular Formula]
C10H8BrN | [MDL Number]
MFCD00079724 | [Molecular Weight]
222.08 | [MOL File]
877-42-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
101-105 °C (lit.) | [Boiling point ]
299.7±20.0 °C(Predicted) | [density ]
1.488±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
solid | [pka]
5.02±0.43(Predicted) | [color ]
Grey | [InChIKey]
SQRYQSKJZVQJAY-UHFFFAOYSA-N | [CAS DataBase Reference]
877-42-9(CAS DataBase Reference) | [NIST Chemistry Reference]
6-Bromoquinaldine(877-42-9) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R42:May cause sensitization by inhalation.
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 .
S39:Wear eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes .
S22:Do not breathe dust . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Synthesis]
GENERAL METHOD: 4-Bromoaniline (1.50 mmol) and trans-2-butenal (1.00 mmol) were dissolved in 1.5 mL of ether (Et2O) in a reaction flask fitted with a magnetic stir bar, followed by the addition of silver(I)-exchanged montmorillonite K10 (0.50 g). After stirring for 5 min, the solvent was removed under vacuum to obtain a dry powder. The reaction mixture was heated at 120 °C for 3 hours. After the reaction mixture was cooled to room temperature, it was filtered through a short silica gel plug and the solid residue was washed well with dichloromethane (CH2Cl2). After removal of the solvent under vacuum, the crude product was purified by silica gel column chromatography, eluting using a solvent mixture of hexane/ethyl acetate (EtOAc) to give the final 6-bromo-2-methylquinoline (3a-3k). Note: For recycling/reuse studies, the crude product is separated by gravity filtration and the clay material is washed several times with dichloromethane (CH2Cl2), air-dried and weighed. The process is repeated for successive recycling/reuse reactions. | [References]
[1] Advanced Functional Materials, 2012, vol. 22, # 2, p. 345 - 352
[2] Heterocycles, 2016, vol. 92, # 12, p. 2213 - 2224
[3] Tetrahedron Letters, 2011, vol. 52, # 22, p. 2840 - 2843
[4] Chemical Communications, 2012, vol. 48, # 35, p. 4196 - 4198
[5] Dalton Transactions, 2012, vol. 41, # 20, p. 6189 - 6194 |
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