Dimethyl propargylmalonate

Name: Dimethyl propargylmalonate
Brand: ChemScene
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CAS No. 95124-07-5
Cat. No. CS-0187377
Purity≥95%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 95124-07-5

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General Information

CAS No. 95124-07-5
Cat. No. CS-0187377
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀O₄
Molecular Weight 170.16
Synonym(s) Propanedioic acid, 2-(2-propyn-1-yl)-, 1,3-dimethyl ester
SMILES C#CCC(C(=O)OC)C(=O)OC

Application

Dimethyl propargylmalonate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted alkynes and heterocycles via [3+2] cycloadditions and nucleophilic transformations. Its propargyl moiety facilitates palladium-catalyzed coupling reactions, while the malonate ester groups offer robust functionality for alkylation and decarboxylation. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, making it well-suited for modular synthesis of complex scaffolds in medicinal chemistry and materials science.

Synthesis

Route1
- 106-96-7
- In-stock
  
  108-59-8
- ~88%
- In-stock
  
  95124-07-5
References
- Richard, Vincent; Ipouck, Melinda; Merel, Delphine S.; Gaillard, Sylvain; Whitby, Richard J.; Witulski, Bernhard; Renaud, Jean-Luc Chemical Communications, 2014 , vol. 50, # 5 p. 593 - 595
Route2
- 1180611-55-5
- ~90%
- In-stock
  
  95124-07-5
References
- Wang, Hai-Fei; Yang, Ting; Xu, Peng-Fei; Dixon, Darren J. Chemical Communications, 2009 , # 26 p. 3916 - 3918
Route3
- In-stock
  
  23418-85-1
- In-stock
  
  108-59-8
- ~52%
- In-stock
  
  95124-07-5
References
- Pardo-Rodriguez, Virtudes; Marco-Martinez, Juan; Bunuel, Elena; Cardenas, Diego J. Organic Letters, 2009 , vol. 11, # 20 p. 4548 - 4551

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 52.6
LogP -0.0281
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Fatty chain compounds

Building Blocks Functional Group Alkyne

Building Blocks Functional Group Ester

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

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

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Dimethyl propargylmalonate

CAS No. 95124-07-5

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