4-bromooxane

• ChemBase ID: 68129
• Molecular Formular: C5H9BrO
• Molecular Mass: 165.02836
• Monoisotopic Mass: 163.98367691
• SMILES: C1CC(CCO1)Br
• Canonical SMILES: BrC1CCOCC1
• InChI: InChI=1S/C5H9BrO/c6-5-1-3-7-4-2-5/h5H,1-4H2
• InChIKey: IVBVKTPDEWDNRW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromooxane
• IUPAC Traditional name: 4-bromooxane
• Synonyms: 4-Bromotetrahydropyran; 4-Bromooxacyclohexane; 4-Bromotetrahydro-2H-pyran; 4-Bromotetrahydropyran; 4-BROMO-TETRAHYDROPYRAN; 4-溴四氢吡喃

Database IDs

• CAS Number: 25637-16-5
• MDL Number: MFCD07371501
• PubChem SID: 162033861
• PubChem CID: 13349654

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.9826962
• LogD (pH = 7.4): 0.9826962
• Log P: 0.9826962
• Molar Refractivity: 32.7713 cm^3
• Polarizability: 12.746891 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 159.8 °F; 71 °C
• Density: 1.467 g/cm3 at 25 °C
• Refractive Index: n20/D 1.497

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37/39
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338

Product Information

• Purity: 95+%; 98%
• Empirical Formula (Hill Notation): C5H9BrO

DETAILS

Sigma Aldrich - 722456

Packaging
500 mg in glass bottle
Application
Reactant for:
• Nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents1
• Preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans2
• Preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes3
• Preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity4
• Preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives5
• Synthesis of gephyrotoxin via the Schmidt reaction6