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CS-W001157 4
Total: USD 88.00

3-Hydroxy-2,2-dimethylpropanoic acid

  • CAS No. 4835-90-9

  • Cat. No. CS-W011224
  • Purity≥97%
  • MDL No.MFCD00059953

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

3-Hydroxy-2,2-dimethylpropanoic acid|CS-W011224

Structure of 4835-90-9

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General Information

  • CAS No. 4835-90-9
  • Cat. No. CS-W011224
  • Purity ≥97%
  • MDL No. MFCD00059953
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₀O₃
  • Molecular Weight 118.13
  • Synonym(s) 2,2-Dimethyl-3-hydroxypropionic Acid
  • SMILES O=C(O)C(C)(C)CO

Description

3-Hydroxy-2,2-dimethylpropanoic acid features a sterically hindered tertiary carbon center flanked by a hydroxyl group and a carboxylic acid moiety. This combination enables direct functionalization in synthetic sequences while maintaining stability under standard conditions. The molecule serves as a robust building block for complex molecular architectures requiring defined spatial constraints and polarity gradients.

Application

3-Hydroxy-2,2-dimethylpropanoic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of sterically hindered β-hydroxy acid derivatives. Its tertiary α-carbon imparts enhanced stability and resistance to racemization, while the hydroxyl and carboxylic acid functionalities support orthogonal transformations. The compound facilitates efficient synthesis of functionalized heterocycles and complex scaffolds relevant to medicinal chemistry, with predictable reactivity under standard coupling and protection protocols.

Synthesis

  • Route1

    References

    • Finch, Orla C.; Furkert, Daniel P.; Brimble, Margaret A. Tetrahedron, 2014 , vol. 70, # 3 p. 590 - 596
  • Route2

    References

    • FMC Corporation Patent: US4405357 A1, 1983 ;
  • Route3
    • null|null
      1384980-61-3
    • ~87%
    • In-stock
      3-Hydroxy-2,2-dimethylpropanoic acid|CS-W011224
      4835-90-9
    • In-stock
      Imino(methyl)(pyridin-2-yl)-lambda6-sulfanone|CS-0524257
      76456-06-9

    References

    • Rit, Raja K.; Yadav, M. Ramu; Sahoo, Akhila K. Organic Letters, 2012 , vol. 14, # 14 p. 3724 - 3727

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3335
Class : 9
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P501

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   0.0895
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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