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About This Item
Linear Formula:
CH3OC5H5(=O)
CAS Number:
Molecular Weight:
112.13
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
assay
99%
form
solid
mp
49-53 °C (lit.)
functional group
ether
ketone
SMILES string
COC1=CC(=O)CC1
InChI
1S/C6H8O2/c1-8-6-3-2-5(7)4-6/h4H,2-3H2,1H3
InChI key
DTWCFCILAJVNPE-UHFFFAOYSA-N
Related Categories
General description
3-Methoxy-2-cyclopenten-1-one (3-methoxycyclopent-2-enone) is a 3-methoxycycloalk-2- enone.
Application
3-Methoxy-2-cyclopenten-1-one (3-methoxycyclopent-2-enone) may be used in the following studies:
- Synthesis of 3-cyclopentyl-2-cyclopenten-1-one.
- As a starting material in the synthesis of 3-alkyl-2-aryl-2-cyclopenten-1-one oxime derivatives and kjellmanianone, an antibiotic.
- As one of the reagent in the synthesis of 3-aryl enones.
- Preparation of 1:1 diastereomeric mixture of TBS (tert-butyldimethylsilyl)-protected enones.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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The alkylation of dienolates generated from 3-methoxycycloalk-2-enones having a 3'-hydroxyl alkenyl chain provides the corresponding quaternized cycloalkenones in a highly diastereoselective manner. The high degree of stereocontrol in the α-quaternization possibly implies intervention of a rigid chelating transition state that
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