Lot numbers can be found on the outside label of a product:
Diethyl isopropylidenemalonate
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CAS No. 6802-75-1
- Cat. No. CS-0128347
- Purity≥96%
- MDL No.MFCD00009147
*For research and further manufacturing use only, not for direct human use.
Structure of 6802-75-1
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General Information
- CAS No. 6802-75-1
- Cat. No. CS-0128347
- Purity ≥96%
- MDL No. MFCD00009147
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₆O₄
- Molecular Weight 200.23
- Synonym(s) Isopropylidenemalonic Acid Diethyl Ester; Diethyl isopropylidenemalonate
- SMILES O=C(OCC)/C(C(OCC)=O)=C(C)/C
Description
Diethyl isopropylidenemalonate serves as a versatile synthon in asymmetric synthesis, featuring a stabilized enol ether moiety that enables selective Michael additions and cycloadditions. The electron-deficient double bond facilitates conjugate functionalization, while the isopropylidene group provides steric protection and enhanced shelf stability under standard conditions.
Application
Diethyl isopropylidenemalonate serves as a versatile Michael acceptor and key building block in heterocyclic synthesis, enabling efficient access to substituted pyrrolidines and piperidines via cycloaddition or nucleophilic addition. Its stable enol ether functionality offers enhanced bench stability and compatibility with diverse reaction conditions, facilitating straightforward purification and scalability in medicinal chemistry workflows.
Synthesis
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Route1
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105-53-3 - ~%
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In-stock
6802-75-1
References
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US4775692 A1, ;
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Route2
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13830-91-6 - ~0%
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In-stock
6802-75-1
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106352-19-6
References
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WAYNE STATE UNIVERSITY; The Regents of the University of Michigan Patent: US2005/113393 A1, 2005 ; Location in patent: Page/Page column 6 ;
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Route3
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67-64-1
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105-53-3
- ~57%
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In-stock
6802-75-1
References
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Donnici, Claudio L.; Pereira, Elaine Henriques Teixeira; Lopes, Julio C. Dias; Marzorati, Liliana; Wladislaw, Blanka Synthetic Communications, 2010 , vol. 40, # 3 p. 342 - 350
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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 52.6
- LogP 1.449
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 4
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