Skip to Content
Merck
All Photos(1)

Key Documents

393037

Sigma-Aldrich

3-Ethoxy-2-cyclopentenone

98%

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
C2H5OC5H5(=O)
CAS Number:
Molecular Weight:
126.15
Beilstein:
2041482
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.492 (lit.)

bp

60-63 °C/0.3 mmHg (lit.)

density

1.062 g/mL at 25 °C (lit.)

functional group

ether
ketone

SMILES string

CCOC1=CC(=O)CC1

InChI

1S/C7H10O2/c1-2-9-7-4-3-6(8)5-7/h5H,2-4H2,1H3

InChI key

SUQNVCCJLBQVEI-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

3-Ethoxy-2-cyclopentenone (3-Ethoxy-2-cyclopenten-1-one, 3-Ethoxycyclopentenone) is a cyclic β-alkoxy α,β-unsaturated ketone. Its manganese(III) acetate based tandem oxidation has been investigated. Its various physical properties such as density, refractive index and boiling point have been reported.

Application

3-Ethoxy-2-cyclopentenone (3-Ethoxy-2-cyclopenten-1-one) may be used as a starting material in the synthesis of the following:
  • allylic cyclopentenyl alcohols like 2-cyclopentenol, 3-methyl-2-cyclopentenol and 3-methoxymethaoxymethyl-2-cyclopentenol
  • 3-aminocyclopent-2-en-1-one
  • (E)-5-(((2S*,3S*)-3-((benzyloxy)methyl)oxiran-2- yl)methylene)-3-ethoxycyclopent-2-enone, an γ,δ -epoxy-α,β-unsaturated cyclic enone

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Manganese (III) acetate based tandem oxidation of various α and β-alkoxy α, β-unsaturated ketones.
Tanyeli C, et al.
Tetrahedron, 58(50), 9983-9988 (2002)
An efficient synthesis of 3-aminocyclopent-2-en-1-one.
Kikani BB, et al.
Synthesis, 2, 176-176 (1991)
596144
CorpBase ID (for auto-filling citation data) null
Palladium-catalyzed rearrangements of 2-cyclopentenyloxypyrimidines in the preparation of pyrimidine carbonucleosides.
Falck-Pedersen ML, et al.
Acta Chemica Scandinavica, 47, 72-72 (1993)
Fumihiko Yoshimura et al.
Organic & biomolecular chemistry, 10(28), 5431-5442 (2012-06-19)
We developed a new method for stereoselective construction of an all-carbon quaternary stereogenic center on a carbocyclic ring based on regio- and stereoselective S(N)2' alkylation reactions of γ,δ-epoxy-α,β-unsaturated cyclic ketones. Treatment of the ketones, which were readily prepared in enantiomerically

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service