Identification | More | [Name]
4-BROMOMETHYLTETRAHYDROPYRAN | [CAS]
125552-89-8 | [Synonyms]
4-(BROMOMETHYL)-TETRAHYDRO-2H-PYRAN 4-BROMOMETHYLTETRAHYDROPYRAN 4-(Bromomethyl)tetrahydropyrane 4-(Bromomethyl)tetrahydropyran ,97% | [Molecular Formula]
C6H11BrO | [MDL Number]
MFCD03788561 | [Molecular Weight]
179.05 | [MOL File]
125552-89-8.mol |
Chemical Properties | Back Directory | [Boiling point ]
88 °C | [density ]
1.359±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [form ]
liquid | [color ]
Light beige/brown | [Detection Methods]
GC | [InChI]
InChI=1S/C6H11BrO/c7-5-6-1-3-8-4-2-6/h6H,1-5H2 | [InChIKey]
LMOOYAKLEOGKJR-UHFFFAOYSA-N | [SMILES]
C1OCCC(CBr)C1 | [CAS DataBase Reference]
125552-89-8(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
3265 | [Hazard Note ]
Irritant | [HazardClass ]
8 | [PackingGroup ]
Ⅲ | [HS Code ]
29339900 |
Hazard Information | Back Directory | [Chemical Properties]
Viscous liquid | [Uses]
4-(Bromomethyl)tetrahydropyran is an important organic synthesis intermediate, widely used in the fields of medicine, pesticides and dyes. It can be used to synthesize a variety of biologically active compounds, such as antibacterial agents, anti-tumor drugs, nervous system drugs and fluorescent dyes. In addition, 4-(Bromomethyl)tetrahydropyran can also be used to synthesize organic pigments and functional materials. | [Synthesis]
To a solution of Tetrahydropyran-4-methanol and N-bromobutanimide (NBS) in DCM was added PPh3 at 0°C. The reaction mixture was stirred at room temperature for 1–2h. The resulting mixture was washed with water (20mL) and brine (3×20mL). The organic layer was concentrated and the residue was purified by silica gel flash chromatography (eluting with ethyl acetate in petroleum ether 2–5%) to give 4-(Bromomethyl)tetrahydropyran as a colorless oil.
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