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722456 Sigma-Aldrich

4-Bromotetrahydropyran

Synonym: 4-Bromooxacyclohexane, 4-Bromotetrahydro-2H-pyran

  • CAS Number 25637-16-5

  • Empirical Formula (Hill Notation) C5H9BrO

  • Molecular Weight 165.03

  •  MDL number MFCD07371501

  •  PubChem Substance ID 329763928

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Pyrans
Quality Level   100
refractive index   n20/D 1.497
density   1.467 g/cm3 at 25 °C
SMILES string   BrC1CCOCC1
InChI   1S/C5H9BrO/c6-5-1-3-7-4-2-5/h5H,1-4H2
InChI key   IVBVKTPDEWDNRW-UHFFFAOYSA-N

Description

Application

Reactant for:
• Nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents
• Preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans
• Preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes
• Preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity
• Preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives
• Synthesis of gephyrotoxin via the Schmidt reaction

Packaging

500 mg in amber glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
WGK Germany 
WGK 2
Flash Point(F) 
160.0 °F - closed cup
Flash Point(C) 
71.1 °C - closed cup

Documents

Certificate of Analysis (COA)

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