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CS-W001157 4
Total: USD 88.00

2,2-Dimethyl-1,3-dioxan-5-one

  • CAS No. 74181-34-3

  • Cat. No. CS-W006362
  • Purity≥96%
  • MDL No.MFCD00671514

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

2,2-Dimethyl-1,3-dioxan-5-one|CS-W006362

Structure of 74181-34-3

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General Information

  • CAS No. 74181-34-3
  • Cat. No. CS-W006362
  • Purity ≥96%
  • MDL No. MFCD00671514
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₃
  • Molecular Weight 130.14
  • Synonym(s) 2,2-DIMETHYL-1,3-DIOXANE-5-ONE
  • SMILES O=C1COC(C)(C)OC1

Description

This cyclic β-ketoester features a sterically hindered dimethyl substitution at the 2-position, enhancing stability and reducing unwanted side reactions. The 1,3-dioxan-5-one core provides a rigid, electron-deficient framework ideal for Diels-Alder cycloadditions and as a masked acyl equivalent in synthetic transformations.

Application

2,2-Dimethyl-1,3-dioxan-5-one serves as a stable, bench-ready synthon for the construction of complex carbocycles and heterocyclic frameworks. Its α,α-dimethyl substitution enhances kinetic stability while maintaining reactivity toward nucleophiles, enabling regioselective ring-opening reactions. Functions effectively in Grignard additions and reductions, providing access to substituted tetrahydrofurans and diol derivatives with predictable stereochemistry. Ideal for iterative synthesis workflows requiring robust, functional group-tolerant intermediates.

Safety Information

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GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P370+P378-P501

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   0.3384
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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