Dimethyl 2-methylmaleate

Name: Dimethyl 2-methylmaleate
Brand: ChemScene
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CAS No. 617-54-9
Cat. No. CS-0149232
Purity≥95%
MDL No.MFCD10698758

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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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Description

Dimethyl 2-methylmaleate is a bench-stable diester featuring a sterically hindered alkene and electron-deficient double bond. This structure enables efficient Diels-Alder cycloadditions, serving as a reactive dienophile in synthetic routes to complex cyclic frameworks. The methyl substituent enhances solubility in common organic solvents while maintaining high reactivity under thermal conditions.

Application

Dimethyl 2-methylmaleate serves as a versatile diester building block in synthetic organic chemistry, enabling efficient access to substituted maleic anhydride derivatives and cyclic systems. Its conjugated diene functionality facilitates Diels-Alder reactions with high regio- and stereoselectivity, while the methyl substituent enhances steric control and product differentiation. The compound exhibits good bench stability, ease of purification, and compatibility with standard reaction conditions, making it a practical choice for the synthesis of heterocycles and functionalized intermediates in medicinal chemistry and materials science workflows.

General Information

CAS No. 617-54-9
Cat. No. CS-0149232
Purity ≥95%
MDL No. MFCD10698758
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₀O₄
Molecular Weight 158.15
Synonym(s) Citraconic acid, dimethyl ester
SMILES O=C(OC)/C(C)=C\C(OC)=O

Computational Chemistry Data

TPSA 52.6
LogP 0.2787
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS02
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅲ
Hazard Statements : H227
Precautionary Statements : P210-P280-P501

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

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Dimethyl 2-methylmaleate

CAS No. 617-54-9

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