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CS-W001157 4
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3-Chloro-2,2-dimethylpropanoic acid

  • CAS No. 13511-38-1

  • Cat. No. CS-0140560
  • Purity≥97%
  • MDL No.MFCD00004195

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

3-Chloro-2,2-dimethylpropanoic acid|CS-0140560

Structure of 13511-38-1

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General Information

  • CAS No. 13511-38-1
  • Cat. No. CS-0140560
  • Purity ≥97%
  • MDL No. MFCD00004195
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉ClO₂
  • Molecular Weight 136.58
  • Synonym(s) 3-Chloropivalic acid
  • SMILES CC(CCl)(C)C(O)=O

Description

This sterically hindered acylating agent features a chlorine-substituted, gem-dimethylated carbon backbone, enabling efficient coupling reactions under mild conditions. The electron-withdrawing chloride enhances carbonyl electrophilicity while the bulky tert-butyl-like structure minimizes side reactions. Ideal for peptide synthesis and functionalization workflows requiring high selectivity and stability.

Application

3-Chloro-2,2-dimethylpropanoic acid serves as a versatile building block in synthetic organic chemistry, enabling the efficient construction of sterically hindered carboxylic acid derivatives. Its α-chloro functionality facilitates nucleophilic substitution and elimination reactions, while the gem-dimethyl substitution enhances bench stability and simplifies purification. This compound functions effectively in coupling protocols and as a precursor to bioactive heterocycles, offering predictable reactivity in standard laboratory workflows.

Synthesis

  • Route1

    References

    • US2302228 , ; Journal of the American Chemical Society, , vol. 62, p. 928
  • Route2
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      3-Chloro-2,2-dimethylpropanoic acid|CS-0140560
      13511-38-1

    References

    • US2449163 , ;
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    • In-stock
      3-Chloro-2,2-dimethylpropanoic acid|CS-0140560
      13511-38-1

    References

    • Journal of Organic Chemistry, , vol. 11, p. 785

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.336
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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