Lot numbers can be found on the outside label of a product:
2-(Ethoxycarbonylmethyl)cyclopentanone
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CAS No. 20826-94-2
- Cat. No. CS-W008633
- Purity≥97%
- MDL No.MFCD00044715
*For research and further manufacturing use only, not for direct human use.
Structure of 20826-94-2
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General Information
- CAS No. 20826-94-2
- Cat. No. CS-W008633
- Purity ≥97%
- MDL No. MFCD00044715
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₄O₃
- Molecular Weight 170.21
- Synonym(s) 2-Oxocyclopentaneacetic acid ethyl ester; Ethyl 2-(2-oxocyclopentyl)acetate; Ethyl 2-oxocyclopentaneacetate; Ethyl 2-oxocyclopentylacetate; Ethyl(2-oxo-cyclopentyl)acetate
- SMILES O=C(OCC)CC1C(CCC1)=O
Description
This cyclopentanone derivative features a strategically positioned ethoxycarbonylmethyl group, enabling direct functionalization at the ring's α-position. The ester moiety enhances reactivity in nucleophilic transformations while maintaining stability under standard bench conditions. Ideal for synthesizing complex carbocyclic intermediates in medicinal chemistry and natural product synthesis.
Application
2-(Ethoxycarbonylmethyl)cyclopentanone serves as a versatile synthon in heterocyclic synthesis, enabling efficient construction of substituted cyclopentane cores. Its α,β-unsaturated ester functionality facilitates Michael additions and aldol-type cyclizations, while the ketone group supports enolate-mediated transformations. The compound exhibits good bench stability and is readily purified by standard techniques, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development workflows.
Synthesis
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Route1
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64-17-5 -
104115-44-8
- ~86%
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In-stock
20826-94-2
References
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Freimanis, Ya. F.; Dikovskaya, K. I.; Ignatovich, L. G.; Kudryashova, V. V.; Korits, V. R.; et al. Journal of Organic Chemistry USSR (English Translation), 1984 , vol. 20, p. 1282 - 1289 Zhurnal Organicheskoi Khimii, 1984 , vol. 20, # 7 p. 1409 - 1417
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Route2
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201230-82-2
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135660-29-6
- ~61%
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In-stock
20826-94-2
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1552-67-6
References
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Ryu, Ilhyong; Kusano, Kazuya; Hasegawa, Mitsuharu; Kambe, Nobuaki; Sonoda, Noboru Journal of the Chemical Society, Chemical Communications, 1991 , # 15 p. 1018 - 1019
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Route3
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132806-64-5
- ~62%
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In-stock
20826-94-2
References
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Nishida, Atsushi; Kawahara, Norio; Nishida, Mayumi; Yonemitsu, Osamu Tetrahedron, 1996 , vol. 52, # 29 p. 9713 - 9734
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 1.3088
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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