Dimethyl 2,2-di(prop-2-yn-1-yl)malonate

Name: Dimethyl 2,2-di(prop-2-yn-1-yl)malonate
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CAS No. 63104-44-9
Cat. No. CS-0158546
Molecule weight208.21
Purity≥97%
MDL No.None

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Dimethyl 2,2-di(prop-2-yn-1-yl)malonate|CS-0158546

Structure of 63104-44-9

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General Information

CAS No. 63104-44-9
Cat. No. CS-0158546
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₂O₄
Molecular Weight 208.21
Synonym(s) Dipropargylmalonic Acid Dimethyl Ester
SMILES C#CCC(CC#C)(C(=O)OC)C(=O)OC

Description

Dimethyl 2,2-di(prop-2-yn-1-yl)malonate features two propargyl groups flanking a central malonate core, delivering high reactivity in cycloaddition chemistry. This sterically shielded diester integrates readily into multicomponent reactions, enabling efficient construction of complex heterocyclic scaffolds under mild conditions.

Application

Dimethyl 2,2-di(prop-2-yn-1-yl)malonate serves as a versatile synthetic building block for constructing complex molecular architectures. Its dual propargylic ester functionalities enable efficient copper-catalyzed [3+2] cycloadditions and facilitate the formation of substituted pyrroles and other heterocycles. The molecule exhibits good bench stability and compatibility with common functional groups, allowing straightforward purification and integration into multistep syntheses.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 52.6
LogP 0.3654
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Key Words

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Dimethyl 2,2-di(prop-2-yn-1-yl)malonate

CAS No. 63104-44-9

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