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4-(Bromomethyl)tetrahydropyran

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4-(Bromomethyl)tetrahydropyran Basic information

Product Name:
4-(Bromomethyl)tetrahydropyran
Synonyms:
  • 4-(BROMOMETHYL)-TETRAHYDRO-2H-PYRAN
  • 4-BROMOMETHYLTETRAHYDROPYRAN
  • 4-(Bromomethyl)tetrahydropyrane
  • 4-(Bromomethyl)tetrahydropyran ,97%
  • 4-(Bromomethyl)tetrahydro-2H-pyran 97%
  • 4-bromomethytetrahydropyran
  • Tetrahydro-2H-pyran-4-yl-MethylbroMide
  • 4-(BroMoMethyl)tetrahydro...
CAS:
125552-89-8
MF:
C6H11BrO
MW:
179.05
Product Categories:
  • Heterocyclic Compounds
  • blocks
  • Bromides
  • Heterocycles
  • Halides
Mol File:
125552-89-8.mol
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4-(Bromomethyl)tetrahydropyran Chemical Properties

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
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)
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Safety Information

Hazard Codes 
C,Xn
Risk Statements 
36/37/38-34-22
Safety Statements 
26-36/37/39-45-23
RIDADR 
3265
Hazard Note 
Irritant
HazardClass 
8
PackingGroup 
HS Code 
29339900
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4-(Bromomethyl)tetrahydropyran Usage And Synthesis

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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