722456

4-Bromotetrahydropyran

• Synonym(s): 4-Bromooxacyclohexane, 4-Bromotetrahydro-2H-pyran
• Empirical Formula (Hill Notation): C₅H₉BrO
• CAS Number: 25637-16-5
• Molecular Weight: 165.03
• MDL number: MFCD07371501
• UNSPSC Code: 12352100
• PubChem Substance ID: 329763928
• NACRES: NA.22

Properties

• form: liquid
• refractive index: n20/D 1.497
• density: 1.467 g/cm³ at 25 °C
• functional group: bromo; ether
• 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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 2
• Flash Point(F): 160.0 °F - closed cup
• Flash Point(C): 71.1 °C - closed cup