All Photos(1)
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
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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.)
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
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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
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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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
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