7-oxabicyclo[4.1.0]heptane

• ChemBase ID: 88454
• Molecular Formular: C6H10O
• Molecular Mass: 98.143
• Monoisotopic Mass: 98.07316494
• SMILES: O1C2C1CCCC2
• Canonical SMILES: C1CCC2C(C1)O2
• InChI: InChI=1S/C6H10O/c1-2-4-6-5(3-1)7-6/h5-6H,1-4H2
• InChIKey: ZWAJLVLEBYIOTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-oxabicyclo[4.1.0]heptane
• IUPAC Traditional name: 7-oxabicyclo 4.1.0 heptane; 1,2-epoxycyclohexane
• Synonyms: 7-Oxabicyclo[4.1.0]heptane; Cyclohexene oxide; CYCLOHEXENE OXIDE; Cyclohexene oxide; 1,2-Epoxycyclohexane; 7-Oxabicyclo[4.1.0]heptane; Epoxycyclohexane; 1,2-环氧环己烷; 7-氧杂二环[4.1.0]庚烷; 氧化环己烯; 环己烯氧化物

Database IDs

• CAS Number: 286-20-4
• EC Number: 206-007-7
• MDL Number: MFCD00005162
• Beilstein Number: 383568
• PubChem SID: 162075408; 24857599; 24892306
• PubChem CID: 9246

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.3674934
• LogD (pH = 7.4): 1.3674934
• Log P: 1.3674934
• Molar Refractivity: 27.1269 cm^3
• Polarizability: 11.014343 Å^3
• Polar Surface Area: 12.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Insoluble in water
• Melting Point: -40°C; -40°C
• Boiling Point: 129-130 °C(lit.); 129-130°C; 129-130°C
• Flash Point: 24 °C; 24°C; 24°C(75°F); 75.2 °F
• Auto Ignition Point: 703 °F
• Density: 0.97 g/mL at 25 °C(lit.); 0.970; 0.972
• Refractive Index: 1.4520; n20/D 1.452(lit.); n20/D 1.453
• Hydrophobicity(logP): 1.16

Safety Information

• Storage Warning: Corrosive/Flammable/Harmful
• RTECS: RN7175000
• European Hazard Symbols: Corrosive (C); X; Harmful (Xn)
• UN Number: 2924; UN2920
• German water hazard class: 1
• Hazard Class: 3; 8
• Packing Group: 3; II
• Risk Statements: 10-20/21/22-34; R:22-27
• Safety Statements: 26-36/37/39-45; 9-26-36/37/39-45-60; S:36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06
• GHS Signal Word: Danger
• Explode Limits: 12.36 %
• GHS Hazard statements: H226-H302-H311 + H331-H314; H311-H302-H332-H314-H318-H226
• GHS Precautionary statements: P210-P303+P361+P353-P305+P351+P338-P361-P405-P501A; P261-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 3

Product Information

• Purity: ≥98.0% (GC); 95%; 98%; 98+%
• Grade: purum
• Empirical Formula (Hill Notation): C6H10O

DETAILS

MP Biomedicals - 05211592

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C102504

Packaging
25, 100, 500 mL in glass bottle

REFERENCES

• A general method for the conversion of epoxides to cis-dichloro alkanes, with inversion at both centers, by reaction with triphenylphosphine dichloride, has been exemplified: Org. Synth. Coll., 6, 424 (1988).
• Rearrangement to cyclopentanecarboxaldehyde is catalyzed by LiBr on alumina, either by refluxing in toluene or in the gas phase: Synthesis, 394 (1988). An alternative isomerization to the allylic alcohol is induced by base catalysis. Optimized conditions use a mixture of KO-t-Bu and 2.5 equivalents of LDA: Tetrahedron, 46, 2411 (1990). For discussion of the mechanism, see: J. Org. Chem., 61, 820 (1996), and references therein. For a review of the rearrangement of epoxides to allylic alcohols, see: Org. React., 29, 345 (1983).
• A general method for the synthesis of ɑ-chloro carbonyl compounds is illustrated by the reaction of cylohexene oxide with the Swern reagent (DMSO/oxalyl chloride) to give 2-chlorocyclohexanone in 93% yield: Tetrahedron, 51, 2467 (1995).