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2-Cyano-2-methylpropanoic acid

  • CAS No. 22426-30-8

  • Cat. No. CS-0066959
  • Purity≥95%
  • MDL No.MFCD11100210

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

2-Cyano-2-methylpropanoic acid|CS-0066959

Structure of 22426-30-8

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General Information

  • CAS No. 22426-30-8
  • Cat. No. CS-0066959
  • Purity ≥95%
  • MDL No. MFCD11100210
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇NO₂
  • Molecular Weight 113.11
  • Synonym(s) 2-Cyan-2-methyl-propionsaeure
  • SMILES CC(C)(C#N)C(O)=O

Description

2-Cyano-2-methylpropanoic acid features a sterically hindered α-cyanoketone scaffold that enables selective functionalization in synthetic transformations. This bench-stable carboxylic acid derivative integrates readily into multistep sequences, offering high reactivity at the carbonyl center while resisting premature hydrolysis under standard conditions.

Application

2-Cyano-2-methylpropanoic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to nitrile-containing scaffolds and heterocycles. Its sterically hindered α-cyanoketone equivalent reactivity facilitates Michael additions, cyclizations, and nucleophilic transformations under mild conditions. The compound exhibits excellent bench stability and compatibility with diverse functional groups, simplifying purification and scale-up. It functions as a key intermediate in the synthesis of pharmaceutical precursors and agrochemicals.

Synthesis

  • Route1

    References

    • LG LIFE SCIENCES LTD. Patent: WO2008/7930 A1, 2008 ; Location in patent: Page/Page column 30-31 ; WO 2008/007930 A9
  • Route2

    References

    • Mukherjee, Chandrani; Zhu, Dunming; Biehl, Edward R.; Hua, Ling European Journal of Organic Chemistry, 2006 , # 23 p. 5238 - 5242
  • Route3
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    • ~%
    • In-stock
      2-Cyano-2-methylpropanoic acid|CS-0066959
      22426-30-8

    References

    • US5859014 A1, ; US 5859014 A

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2923
Class : 8 (6.1)
Packing Group : Ⅲ
Hazard Statements : H302-H312-H314-H332
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   61.09
  • LogP   0.62078
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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