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CS-W001157 4
Total: USD 88.00

2,2-Dimethylbut-3-ynoic acid

  • CAS No. 56663-76-4

  • Cat. No. CS-W018866
  • Purity≥95%
  • MDL No.MFCD03093337

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

2,2-Dimethylbut-3-ynoic acid|CS-W018866

Structure of 56663-76-4

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General Information

  • CAS No. 56663-76-4
  • Cat. No. CS-W018866
  • Purity ≥95%
  • MDL No. MFCD03093337
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O₂
  • Molecular Weight 112.13
  • Synonym(s) 3-Butynoic acid,2,2-dimethyl-
  • SMILES C#CC(C)(C)C(O)=O

Description

This alkyne-containing carboxylic acid features a sterically hindered dimethyl substitution at the α-position, enhancing stability and directing regioselective transformations. The terminal alkyne moiety enables efficient coupling reactions in synthetic workflows.

Application

2,2-Dimethylbut-3-ynoic acid serves as a versatile building block in alkyne-based synthesis, enabling efficient access to substituted alkynes and heterocycles via CuAAC and related click chemistry protocols. Its terminal alkyne functionality exhibits excellent stability under standard bench conditions and tolerates a range of functional groups, facilitating straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1

    References

    • VERTEX PHARMACEUTICALS INCORPORATED; RUAH, Sara, Hadida, S.; GROOTENHUIS, Peter, D., J.; VAN GOOR, Fredrick; MILLER, Mark, T.; MCCARTNEY, Jason; ZHOU, Jinglan; BEAR, Brian; NUMA, Mehdi, Michel, Djamel Patent: WO2010/53471 A1, 2010 ; Location in patent: Page/Page column 58-60 ;
  • Route2
    • Methyl 3-chloro-2,2-dimethylbut-3-enoate|CS-M0096
      56663-74-2
    • ~%
    • In-stock
      2,2-Dimethylbut-3-ynoic acid|CS-W018866
      56663-76-4

    References

    • Journal of the American Chemical Society, , vol. 97, p. 4825 - 4836
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 97, p. 4825 - 4836

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   0.7304
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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