Lot numbers can be found on the outside label of a product:
Monomethyl itaconate
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CAS No. 7338-27-4
- Cat. No. CS-0145620
- Purity≥96%
- MDL No.MFCD00021713
*For research and further manufacturing use only, not for direct human use.
Structure of 7338-27-4
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General Information
- CAS No. 7338-27-4
- Cat. No. CS-0145620
- Purity ≥96%
- MDL No. MFCD00021713
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₈O₄
- Molecular Weight 144.13
- Synonym(s) β-Methyl itaconate
- SMILES C=C(CC(OC)=O)C(O)=O
Description
4-Methoxy-2-methylene-4-oxobutanoic acid features a conjugated enone system flanked by a methoxy group and a carboxylic acid, enabling efficient participation in Michael additions and Diels-Alder reactions. The electron-deficient alkene facilitates rapid coupling with nucleophiles, while the ester-like carbonyl supports selective derivatization under mild conditions. This reactivity profile makes it valuable for constructing complex heterocycles and functionalized scaffolds in synthetic organic chemistry workflows.
Application
4-Methoxy-2-methylene-4-oxobutanoic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted γ-keto acid derivatives and heterocyclic scaffolds. Its α,β-unsaturated carbonyl motif facilitates Michael additions and Diels-Alder reactions, while the ester and carboxylic acid functionalities offer orthogonal reactivity for downstream functionalization. Bench-stable and readily purified by crystallization, it supports scalable synthesis workflows in medicinal chemistry and process development.
Synthesis
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Route1
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67-56-1 -
In-stock
97-65-4 - ~99%
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In-stock
7338-27-4
References
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Sunovion Pharmaceuticals Inc. Patent: US2012/178748 A1, 2012 ; Location in patent: Page/Page column 53 ; US 20120178748 A1
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References
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Journal of Chemical Research - Part S, , # 6 p. 282 - 283
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Route3
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67-56-1
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In-stock
2170-03-8 - ~%
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In-stock
7338-27-4
References
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Journal of Medicinal Chemistry, , vol. 51, # 14 p. 4093 - 4103
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05
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Signal Word : Danger
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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 : H318
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Precautionary Statements : P280-P305+P351+P338
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Quality Control
Computational Chemistry Data
- TPSA 63.6
- LogP 0.1903
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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