Lot numbers can be found on the outside label of a product:
Ethyl 2,2-dichloro-3-oxobutanoate
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CAS No. 6134-66-3
- Cat. No. CS-W010521
- Purity≥97%
- MDL No.MFCD00129136
*For research and further manufacturing use only, not for direct human use.
Structure of 6134-66-3
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General Information
- CAS No. 6134-66-3
- Cat. No. CS-W010521
- Purity ≥97%
- MDL No. MFCD00129136
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₈Cl₂O₃
- Molecular Weight 199.03
- Synonym(s) ethyl 2,2-dichloroacetoacetate
- SMILES CC(C(Cl)(Cl)C(OCC)=O)=O
Description
Ethyl 2,2-dichloro-3-oxobutanoate features a sterically hindered α,α-dichloro ketone moiety that enables direct functionalization at the carbonyl center. This bench-stable reagent integrates readily into synthetic sequences requiring electrophilic halogenation or tandem Claisen-type condensations. The dichloro substitution enhances reactivity in nucleophilic addition pathways while maintaining handling ease under standard conditions.
Application
Ethyl 2,2-dichloro-3-oxobutanoate serves as a versatile building block in synthetic organic chemistry, enabling the construction of chlorinated heterocycles and functionalized carbonyl intermediates. Its α,α-dichloro ketone functionality facilitates nucleophilic addition and enolization under mild conditions, while the ester group supports subsequent transformations. The compound exhibits good bench stability and is compatible with standard purification methods, making it valuable for iterative synthesis workflows in medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
141-97-9 - ~99%
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In-stock
6134-66-3
References
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Mendonca, Gabriela F.; Sindra, Haryadylla C.; de Almeida, Leonardo S.; Esteves, Pierre M.; de Mattos, Marcio C.S. Tetrahedron Letters, 2009 , vol. 50, # 4 p. 473 - 475
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Route2
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421-83-0 -
In-stock
141-97-9
- ~99%
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In-stock
6134-66-3
References
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Gmelin Handbook: F: PerFHalOrg.SVol.3, 6.2.3.4, page 152 - 186
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Route3
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421-83-0
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In-stock
141-97-9
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121-44-8
- ~99%
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In-stock
6134-66-3
References
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Gmelin Handbook: F: PerFHalOrg.SVol.3, 6.2.3.4, page 152 - 186
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS02,GHS05
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Signal Word : Danger
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UN#: 2920
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Class : 8 (3)
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Packing Group : Ⅱ
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Hazard Statements : H226-H302-H314-H318-H335-H412
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Precautionary Statements : P210-P273-P280
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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 1.3124
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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