393037
3-Ethoxy-2-cyclopentenone
98%
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About This Item
Linear Formula:
C2H5OC5H5(=O)
CAS Number:
Molecular Weight:
126.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
245-138-4
Beilstein/REAXYS Number:
2041482
MDL number:
Product Name
3-Ethoxy-2-cyclopentenone, 98%
InChI key
SUQNVCCJLBQVEI-UHFFFAOYSA-N
InChI
1S/C7H10O2/c1-2-9-7-4-3-6(8)5-7/h5H,2-4H2,1H3
SMILES string
CCOC1=CC(=O)CC1
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
Quality Level
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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
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.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
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An efficient synthesis of 3-aminocyclopent-2-en-1-one.
Kikani BB, et al.
Synthesis, 2, 176-176 (1991)
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)
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
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