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1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene

CAS 258278-28-3C27H38N2Catalysis & Inorganic

1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene (CAS 258278-28-3) is a powerful N-heterocyclic carbene (NHC) ligand with a molecular weight of 390.60 g/mol. Its bulky aryl substituents confer unique steric and electronic properties, making it highly effective in facilitating a range of organic transformations. This compound is primarily utilised as a catalyst in advanced chemical synthesis and organometallic chemistry.

IUPAC
SIPr
Synonyms
258278-28-3, SIPr
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1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene (C27H38N2) — chemical structure, CAS 258278-28-3; Chemistry, fine chemical supplied by Tech Serve Solutions
Carbon-Donor LigandsChemical SynthesisNHC Compounds
01 /Applications

Catalysis in Organometallic Chemistry

This NHC ligand serves as an effective catalyst for the transformation of organometallic iron complexes, enabling novel reaction pathways in inorganic and organometallic synthesis.

Biomass Conversion to Platform Chemicals

It catalyses the selective production of 5-hydroxymethylfurfural (HMF) from renewable feedstocks such as glucose and fructose, contributing to sustainable chemical processes.

Heterocycle Synthesis

The compound facilitates the annulation of heterocycles through redox processing, offering a valuable route to complex cyclic structures in organic synthesis.

Synthesis of Pyridines

This NHC is employed as a catalyst in the synthesis of pyridine derivatives, important building blocks in pharmaceuticals and agrochemicals.

Isocyanate Cyclotrimerization

It catalyses the cyclotrimerization of isocyanates, a reaction useful for the formation of triazine rings and related structures.

Ring-Opening Alkylation Reactions

The ligand can be used as a catalyst in ring-opening alkylation reactions, expanding its utility in the synthesis of functionalized molecules.

02 /Properties
Molecular weight390.60
Empirical formulaC27H38N2
Storage temperature−20°C
ApplicationCatalyst for:• Transformation of organometallic iron complexes1• Selective production of 5-hydroxymethylfurfural from glucose and fructose2• Annulation of heterocycles via redox processing3• Pyridines4• Cyclotrimerization of isocyanates5• Ring-opening alkylation6
Melting point170-175 °C
03 /Identifiers & registry
CAS number
258278-28-3
MDL number
MFCD10567379
04 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

05 /Frequently asked questions

What is 1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene used for?

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1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene is used as a catalyst for various organic transformations, including the transformation of organometallic iron complexes, selective production of 5-hydroxymethylfurfural from glucose and fructose, annulation of heterocycles, synthesis of pyridines, cyclotrimerization of isocyanates, and ring-opening alkylation.

What is the CAS number and formula for this compound?

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The CAS number is 258278-28-3 and the empirical formula is C27H38N2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this compound for research and development purposes. The specific assay and purity should be confirmed with our sales team; we do not represent this product as meeting USP, BP, or EP pharmacopoeial standards.

What are the safety and handling considerations?

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This compound is classified under GHS07 with hazard statements including H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). It is also flammable. Handle with appropriate personal protective equipment in a well-ventilated area. Refer to the Safety Data Sheet (SDS) for comprehensive information.

How is this chemical shipped and exported?

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Tech Serve Solutions is experienced in exporting fine chemicals globally. This product will be packaged and shipped in compliance with all relevant international transportation regulations for hazardous materials. Please contact us for specific export inquiries.

How can I request a sample or quote?

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To request a sample or obtain a quote for 1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene, please use the 'Request a Quote' or 'Sample Request' form on our website, or contact our sales department directly via email or phone.

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