Monomethyl itaconate

Name: Monomethyl itaconate
Brand: ChemScene
Availability: InStock
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CAS No. 7338-27-4
Cat. No. CS-0145620
Purity≥96%
MDL No.MFCD00021713

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 7338-27-4

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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.

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

Computational Chemistry Data

TPSA 63.6
LogP 0.1903
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H318
Precautionary Statements : P280-P305+P351+P338

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Other Classifications

Building Blocks Functional Group Olefins

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

Material Science Polymer Materials Macromolecular Monomer

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Monomethyl itaconate

CAS No. 7338-27-4

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