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CS-W001157 4
Total: USD 88.00

Dimethyl 2-isobutylmalonate

  • CAS No. 39520-24-6

  • Cat. No. CS-W016804
  • Molecule weight188.22
  • Purity≥95%
  • MDL No.MFCD00015640

*For research and further manufacturing use only, not for direct human use.

Dimethyl 2-isobutylmalonate|CS-W016804

Structure of 39520-24-6

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General Information

  • CAS No. 39520-24-6
  • Cat. No. CS-W016804
  • Purity ≥95%
  • MDL No. MFCD00015640
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆O₄
  • Molecular Weight 188.22
  • Synonym(s) Propanedioic acid, 2-(2-methylpropyl)-, 1,3-dimethyl ester
  • SMILES O=C(OC)C(CC(C)C)C(OC)=O

Description

Dimethyl 2-isobutylmalonate features a sterically hindered isobutyl group flanking a malonate core, enhancing its stability and enabling selective alkylation under mild conditions. This bench-stable diester integrates readily into synthetic sequences requiring controlled C–C bond formation, particularly in the construction of complex carboxylic acid derivatives and cyclic frameworks.

Application

Dimethyl 2-isobutylmalonate serves as a versatile synthon in synthetic organic chemistry, enabling efficient construction of substituted cyclohexanones and other carbocyclic frameworks via Robinson annulation. Its malonate functionality exhibits high reactivity in alkylation and condensation reactions, while the isobutyl group provides steric differentiation and enhanced stability under standard reaction conditions. The compound facilitates straightforward purification and demonstrates broad functional group tolerance, making it a practical choice for iterative synthesis campaigns in medicinal chemistry and natural product synthesis.

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   0.9947
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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