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3-Hydroxy-2,2-dimethylpropanenitrile

  • CAS No. 19295-57-9

  • Cat. No. CS-W018923
  • Molecule weight99.13
  • Purity≥95%
  • MDL No.None

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

3-Hydroxy-2,2-dimethylpropanenitrile|CS-W018923

Structure of 19295-57-9

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General Information

  • CAS No. 19295-57-9
  • Cat. No. CS-W018923
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO
  • Molecular Weight 99.13
  • Synonym(s) 3-hydroxy-2,2-dimethyl-propionitrile
  • SMILES N#CC(C)(C)CO

Description

3-Hydroxy-2,2-dimethylpropanenitrile features a sterically hindered nitrile group flanked by a hydroxyl-bearing tertiary carbon. This configuration imparts enhanced stability and selective reactivity in synthetic transformations, particularly in nucleophilic additions and functional group interconversions under standard conditions.

Application

3-Hydroxy-2,2-dimethylpropanenitrile serves as a versatile building block in synthetic organic chemistry, enabling the construction of functionalized heterocycles and complex carbocyclic frameworks. Its nitrile group facilitates nucleophilic additions and subsequent transformations, while the tertiary carbon adjacent to the hydroxyl enables stereocontrolled derivatization. The molecule exhibits bench stability and tolerates common reaction conditions, simplifying purification and integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • Takeda Pharmaceutical Company Limited Patent: EP1847531 A1, 2007 ; Location in patent: Page/Page column 51 ; EP 1847531 A1
  • Route2
    • null|null
      597-31-9
    • ~55%
    • In-stock
      3-Hydroxy-2,2-dimethylpropanenitrile|CS-W018923
      19295-57-9

    References

    • Okimoto, Mitsuhiro; Chiba, Toshiro Journal of Organic Chemistry, 1988 , vol. 53, # 1 p. 218 - 219
  • Route3

    References

    • US5859014 A1, ; US 5859014 A

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

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   0.52848
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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