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285-67-6 - Cyclopentene oxide, 97% - Epoxycyclopentane - 6-Oxabicyclo[3.1.0]hexane - B20629 - Alfa Aesar

B20629 Cyclopentene oxide, 97%

CAS Number
285-67-6
Synonyms
Epoxycyclopentane
6-Oxabicyclo[3.1.0]hexane

Size Price ($) Quantity Availability
5g 67.36
25g 207.03
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Cyclopentene oxide, 97%

MDL
MFCD00005161
EINECS
206-005-6

Chemical Properties

Formula
C5H8O
Formula Weight
84.12
Boiling Point
101-102°
Flash Point
10°(50°F)
Density
0.965
Refractive Index
1.4340
Solubility
Immiscible with water.

Applications

Cyclopentene oxide is used to prepare beta-amino alcohols by reacting with aromatic amines using bismuth trichloride as a catalyst.

Notes

Store in a cool place. Incompatible with acids, bases and oxidizing agents.

Literature 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).

Wijma, H. J.; Floor, R. J.; Bjelic, S.; Marrink, S. J.; Baker, D.; Janssen, D. B. Enantioselective Enzymes by Computational Design and In Silico Screening. Angew. Chem. Int. Ed. 2015, 54 (12), 3726-3730.

Hua, Y. Z.; Yang, X. C.; Liu, M. M.; Song, X.; Wang, M. C.; Chang, J. B. Asymmetric Copolymerization of Cyclopentene Oxide and CO2 Using a Dinuclear Zinc-AzePhenol Catalyst: Enlightened by DFT Calculations. Macromolecules 2015, 48 (6), 1651-1657.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H341-H315-H319-H335

Highly flammable liquid and vapour. Suspected of causing genetic defects. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P261-P280h-P305+P351+P338

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/clothing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Other References

Beilstein
102495
Hazard Class
3
Packing Group
III
Harmonized Tariff Code
2910.90
TSCA
Yes
RTECS
RN8935000

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