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CS-W001157 4
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3-Chloro-2,2-bis(chloromethyl)propanoic acid

  • CAS No. 17831-70-8

  • Cat. No. CS-W021894
  • Purity≥98%
  • MDL No.MFCD00021685

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

3-Chloro-2,2-bis(chloromethyl)propanoic acid|CS-W021894

Structure of 17831-70-8

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General Information

  • CAS No. 17831-70-8
  • Cat. No. CS-W021894
  • Purity ≥98%
  • MDL No. MFCD00021685
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇Cl₃O₂
  • Molecular Weight 205.47
  • Synonym(s) TRIS(CHLOROMETHYL)ACETIC ACID
  • SMILES O=C(O)C(CCl)(CCl)CCl

Description

This chlorinated carboxylic acid features a sterically hindered core with two geminal chloromethyl groups, enhancing its reactivity in electrophilic transformations. The electron-withdrawing chlorine atoms stabilize adjacent intermediates, enabling efficient coupling reactions under mild conditions. Its bench-stable nature supports reliable handling in synthetic workflows.

Application

3-Chloro-2,2-bis(chloromethyl)propanoic acid serves as a versatile synthetic building block for constructing densely functionalized carbon frameworks. Its trifunctional architecture—combining a carboxylic acid with two geminal chloromethyl groups—enables sequential derivatization via nucleophilic substitution, enabling rapid access to complex heterocycles and side-chain-modified scaffolds. The molecule exhibits bench stability under standard anhydrous conditions and facilitates clean transformations in established coupling protocols, making it suitable for modular synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • 3-Chloro-2,2-bis(chloromethyl)propan-1-ol|CS-0051417
      813-99-0
    • ~%
    • In-stock
      3-Chloro-2,2-bis(chloromethyl)propanoic acid|CS-W021894
      17831-70-8

    References

    • Journal of the American Chemical Society, , vol. 67, p. 943
  • Route2
    • null|null
      115-77-5
    • ~%
    • In-stock
      3-Chloro-2,2-bis(chloromethyl)propanoic acid|CS-W021894
      17831-70-8

    References

    • Tetrahedron Letters, , vol. 32, # 36 p. 4795 - 4798
  • Route3
    • null|null
      2210-06-2
    • ~%
    • In-stock
      3-Chloro-2,2-bis(chloromethyl)propanoic acid|CS-W021894
      17831-70-8

    References

    • Croatica Chemica Acta, , vol. 72, # 2-3 p. 443 - 456

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.7738
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   4

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