6-oxabicyclo[3.1.0]hexane

• ChemBase ID: 70000
• Molecular Formular: C5H8O
• Molecular Mass: 84.11642
• Monoisotopic Mass: 84.05751488
• SMILES: C12C(CCC1)O2
• Canonical SMILES: C1CC2C(C1)O2
• InChI: InChI=1S/C5H8O/c1-2-4-5(3-1)6-4/h4-5H,1-3H2
• InChIKey: GJEZBVHHZQAEDB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-oxabicyclo[3.1.0]hexane
• IUPAC Traditional name: 6-oxabicyclo 3.1.0 hexane
• Synonyms: 1,2-Epoxycyclopentane; Cyclopentene oxide; 6-Oxabicyclo[3.1.0]hexane; Epoxycyclopentane; 1,2-Epoxycyclopentane; 6-Oxabicyclo[3.1.0]hexane; Cyclopentene oxide; 氧化环戊烯; 1,2-环氧环戊烷; 6-氧杂双环[3.1.0]己烷

Database IDs

• CAS Number: 285-67-6
• EC Number: 206-005-6
• MDL Number: MFCD00005161
• Beilstein Number: 102495
• PubChem SID: 24857972; 24850491; 162035725
• PubChem CID: 9244

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.92292476
• LogD (pH = 7.4): 0.92292476
• Log P: 0.92292476
• Molar Refractivity: 22.5259 cm^3
• Polarizability: 9.175129 Å^3
• Polar Surface Area: 12.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 101-102°C; 102 °C(lit.); 102°C
• Flash Point: 10 °C; 10°C; 10°C(50°F); 50 °F
• Density: 0.964; 0.964 g/mL at 25 °C(lit.); 0.965
• Refractive Index: 1.4340; n20/D 1.434; n20/D 1.434(lit.)
• Hydrophobicity(logP): 0.601

Safety Information

• Storage Warning: Highly Flammable/Irritant; IRRITANT
• RTECS: RN8935000
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; III
• Risk Statements: 11-36/37/38; 11-36/37/38-68
• Safety Statements: 16-23-26-36/37; 16-26-36
• TSCA Listed: false; 是
• GHS Pictograms: GHS02; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H315-H319-H335; H225-H341-H315-H319-H335
• GHS Precautionary statements: P210-P261-P280H-P305+P351+P338; P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); 95%; 95+%; 97%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C5H8O

DETAILS

Sigma Aldrich - 175188

Packaging
5, 25 g in glass bottle

REFERENCES

• Base-induced isomerization can give 2-cyclopentenol or cyclopentanone depending on the conditions. For discussion of the mechanism, see: J. Org. Chem., 61, 820 (1996), and references therein. Review of the rearrangement of epoxides to allylic alcohols: Org. React., 29, 345 (1983).