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CS-W001157 4
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2-(tert-Butyl)-1H-imidazole

  • CAS No. 36947-69-0

  • Cat. No. CS-0052549
  • Purity≥97%
  • MDL No.None

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

2-(tert-Butyl)-1H-imidazole|CS-0052549

Structure of 36947-69-0

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General Information

  • CAS No. 36947-69-0
  • Cat. No. CS-0052549
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂N₂
  • Molecular Weight 124.18
  • Synonym(s) 2-tert-butyl-1H-imidazole
  • SMILES CC(C)(C)C1=NC=CN1

Description

2-(tert-Butyl)-1H-imidazole features a sterically hindered tert-butyl group that enhances stability and modulates reactivity. This bench-stable imidazole derivative serves as a robust nitrogen donor in catalytic systems, particularly in transition metal-catalyzed C–H functionalization and cross-coupling reactions. The bulky substituent reduces undesired coordination while maintaining nucleophilicity.

Application

2-(tert-Butyl)-1H-imidazole serves as a robust, bench-stable imidazole scaffold with enhanced solubility and steric protection. It functions as a versatile building block in medicinal chemistry, enabling efficient access to substituted imidazoles via electrophilic substitution or metal-catalyzed coupling. The tert-butyl group provides favorable steric and electronic modulation, improving functional group tolerance and simplifying purification in multi-step syntheses.

Synthesis

  • Route1
    • Ethyl 2,2-dimethylpropanecarboximidate hydrochloride|CS-0261987
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    • ~70%
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      2-(tert-Butyl)-1H-imidazole|CS-0052549
      36947-69-0

    References

    • ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III Patent: WO2012/178015 A2, 2012 ; Location in patent: Page/Page column 116-117 ; WO 2012/178015 A2
  • Route2

    References

    • Kyowa Hakko Kirin Co., Ltd. Patent: EP2090570 A1, 2009 ; Location in patent: Page/Page column 65 ; EP 2090570 A1
  • Route3
    • null|null
      131543-46-9
    • In-stock
      Trimethylacetaldehyde|CS-0017962
      630-19-3
    • ~%
    • In-stock
      2-(tert-Butyl)-1H-imidazole|CS-0052549
      36947-69-0

    References

    • NOVARTIS AG Patent: WO2009/115572 A2, 2009 ; Location in patent: Page/Page column 99 ; WO 2009/115572 A2

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   28.68
  • LogP   1.7072
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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