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CS-W001157 4
Total: USD 88.00

3-Methoxy-α,α-dimethylbenzeneacetonitrile

  • CAS No. 17653-93-9

  • Cat. No. CS-0207551
  • Purity≥98%
  • MDL No.MFCD09414739

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

3-Methoxy-α,α-dimethylbenzeneacetonitrile|CS-0207551

Structure of 17653-93-9

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General Information

  • CAS No. 17653-93-9
  • Cat. No. CS-0207551
  • Purity ≥98%
  • MDL No. MFCD09414739
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃NO
  • Molecular Weight 175.23
  • Synonym(s) 2-(3-Methoxyphenyl)-2-methylpropanenitrile
  • SMILES CC(C)(C#N)C1=CC(=CC=C1)OC

Description

3-Methoxy-α,α-dimethylbenzeneacetonitrile features a sterically hindered acetonitrile group flanked by a methoxy substituent and two methyl groups on the adjacent aromatic ring. This combination imparts enhanced stability and solubility in organic media, enabling efficient incorporation into synthetic sequences requiring electron-rich aryl functionality under mild conditions.

Application

3-Methoxy-α,α-dimethylbenzeneacetonitrile serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted aromatic scaffolds via standard functional group transformations. Its nitrile and methoxy functionalities provide orthogonal reactivity for downstream modifications, while the α,α-dimethyl substitution enhances steric stability and resistance to overreaction. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      2-(3-Methoxyphenyl)acetonitrile|CS-W007963
      19924-43-7
    • null|null
      74-88-4
    • ~55%
    • In-stock
      3-Methoxy-α,α-dimethylbenzeneacetonitrile|CS-0207551
      17653-93-9

    References

    • Zacheis, David; Dhar, Arindam; Lu, Shennan; Madler, Matora M.; Klucik, Jozef; Brown, Chad W.; Liu, Shengquan; Clement, Francis; Subramanian, Shankar; Mahika Weerasekare; Darrell Berlin; Gold, Michael A.; Houck Jr., John R.; Fountain, Kenneth R.; Benbrook, Doris M. Journal of Medicinal Chemistry, 1999 , vol. 42, # 21 p. 4434 - 4445
  • Route2
    • null|null
      78-82-0
    • In-stock
      1-Fluoro-3-methoxybenzene|CS-W013500
      456-49-5
    • ~71%
    • In-stock
      3-Methoxy-α,α-dimethylbenzeneacetonitrile|CS-0207551
      17653-93-9

    References

    • Caron, Stephane; Vazquez, Enrique; Wojcik, Jill M. Journal of the American Chemical Society, 2000 , vol. 122, # 4 p. 712 - 713
  • Route3
    • null|null
      12116-44-8
    • null|null
      50654-53-0
    • ~83%
    • In-stock
      3-Methoxy-α,α-dimethylbenzeneacetonitrile|CS-0207551
      17653-93-9

    References

    • Kuendig, E. Peter; Desobry, Vincent; Simmons, Dana P.; Wenger, Eric Journal of the American Chemical Society, 1989 , vol. 111, p. 1804 - 1814

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   33.02
  • LogP   2.49638
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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