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Catalog Number:
40617
CAS Number:
157197-53-0
1,3-Di-tert-butylimidazol-2-ylidene
Purity:
≥ 98% (Assay by titration)
Synonym(s):
1,3-Di-tert-butyl-1H-imidazol-3-ium-2-ide
Documents
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Product Information

1,3-Di-tert-butylimidazol-2-ylidene is a highly versatile and stable N-heterocyclic carbene (NHC) that has garnered significant attention in the fields of organometallic chemistry and catalysis. This compound is characterized by its unique structure, which enhances its reactivity and stability, making it an excellent ligand for transition metal complexes. Researchers and industry professionals utilize 1,3-Di-tert-butylimidazol-2-ylidene in various applications, including catalysis for cross-coupling reactions, polymerization processes, and as a precursor in the synthesis of advanced materials. Its sterically hindered nature provides notable advantages over other NHCs, allowing for improved selectivity and efficiency in catalytic processes.

The compound’s robust properties enable it to withstand harsh reaction conditions, making it ideal for high-temperature applications. Additionally, its ability to stabilize metal centers enhances the performance of catalysts in organic transformations, leading to higher yields and reduced reaction times. With its growing relevance in sustainable chemistry and material science, 1,3-Di-tert-butylimidazol-2-ylidene is poised to play a crucial role in advancing innovative chemical processes and developing new technologies.

Synonyms
1,3-Di-tert-butyl-1H-imidazol-3-ium-2-ide
CAS Number
157197-53-0
Purity
≥ 98% (Assay by titration)
Molecular Formula
C11H20N2
Molecular Weight
180.3
MDL Number
MFCD03788921
PubChem ID
10961644
Appearance
White to light yellow crystal
Conditions
Store at RT
General Information
Synonyms
1,3-Di-tert-butyl-1H-imidazol-3-ium-2-ide
CAS Number
157197-53-0
Purity
≥ 98% (Assay by titration)
Molecular Formula
C11H20N2
Molecular Weight
180.3
MDL Number
MFCD03788921
PubChem ID
10961644
Appearance
White to light yellow crystal
Conditions
Store at RT
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

1,3-Di-tert-butylimidazol-2-ylidene is widely utilized in research focused on:

  • Catalysis: This compound serves as a highly effective ligand in various catalytic reactions, particularly in transition metal catalysis, enhancing reaction rates and selectivity.
  • Organic Synthesis: It plays a crucial role in the synthesis of complex organic molecules, offering advantages in terms of stability and reactivity compared to other imidazolium-based compounds.
  • Material Science: The compound is used in developing advanced materials, such as polymers and nanomaterials, due to its unique electronic properties.
  • Pharmaceutical Development: It is explored in drug design as a building block for creating novel therapeutic agents, benefiting from its ability to stabilize reactive intermediates.
  • Green Chemistry: Its application in environmentally friendly processes helps reduce waste and energy consumption in chemical manufacturing, aligning with sustainable practices.

Citations