1,3-Dimethyl-1H-benzimidazolium iodide
1,3-Dimethyl-1H-benzimidazolium iodide (CAS 7181-87-5) is an organic compound with the molecular formula C9H11IN2 and a molecular weight of 274.10 g/mol. It serves as a valuable precursor and catalyst in various synthetic organic chemistry applications, particularly in catalysis involving carbon-donor ligands and NHC compounds. Its utility spans domino reactions, stereoselective protonation, and acylation processes, making it a key reagent for advanced chemical synthesis.
- Synonyms
- C9H11IN21,3-Dimethylbenzimidazolium iodide
Domino Ring-Opening Redox Amidation Knoevenagel Condensation
1,3-Dimethyl-1H-benzimidazolium iodide acts as a catalyst to facilitate domino reactions involving ring-opening, redox processes, amidation, and Knoevenagel condensation, enabling complex molecule construction in a single step.
Intramolecular Stereoselective Protonation
This compound is employed as a catalyst in achieving intramolecular stereoselective protonation, a crucial transformation for controlling the three-dimensional structure of organic molecules during synthesis.
Grignard Allylic Substitution
It functions as a catalyst in Grignard allylic substitution reactions, promoting the formation of carbon-carbon bonds through the reaction of organomagnesium halides with allylic electrophiles.
Acylation of Alcohols
1,3-Dimethyl-1H-benzimidazolium iodide catalyses the acylation of alcohols, a fundamental reaction for forming ester linkages, which are prevalent in pharmaceuticals, polymers, and fragrances.
Umpolung Reactions
The compound is utilised as a catalyst in Umpolung reactions, enabling the reversal of the typical polarity of functional groups to achieve novel synthetic disconnections and pathways.
| Molecular weight | 274.10 |
|---|---|
| Empirical formula | C9H11IN2 |
| Application | Catalyst for:• Domino ring-opening redox amidation Knoevenagel condensation1• Intramolecular stereoselective protonation2• Grignard allylic substitution3• Acylation of alcohols4• Umpolung reactions5 |
| Melting point | 137-142 °C |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 2 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is 1,3-Dimethyl-1H-benzimidazolium iodide used for?
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1,3-Dimethyl-1H-benzimidazolium iodide is used as a catalyst in various organic synthesis reactions, including domino ring-opening redox amidation Knoevenagel condensation, intramolecular stereoselective protonation, Grignard allylic substitution, acylation of alcohols, and Umpolung reactions.
What is the CAS number and formula for 1,3-Dimethyl-1H-benzimidazolium iodide?
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The CAS number for 1,3-Dimethyl-1H-benzimidazolium iodide is 7181-87-5, and its empirical formula is C9H11IN2.
What grade and purity does Tech Serve Solutions supply for 1,3-Dimethyl-1H-benzimidazolium iodide?
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Tech Serve Solutions supplies 1,3-Dimethyl-1H-benzimidazolium iodide as a research or technical grade chemical. We do not represent it as USP, BP, EP or other pharmacopoeial grades unless explicitly stated.
How should 1,3-Dimethyl-1H-benzimidazolium iodide be handled safely?
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When handling 1,3-Dimethyl-1H-benzimidazolium iodide, it is essential to wear eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used if airborne exposure is possible. Refer to the Safety Data Sheet for comprehensive handling guidelines.
Is 1,3-Dimethyl-1H-benzimidazolium iodide a controlled substance?
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The provided data does not indicate that 1,3-Dimethyl-1H-benzimidazolium iodide is a controlled substance.
How is 1,3-Dimethyl-1H-benzimidazolium iodide packed, shipped, and exported?
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Tech Serve Solutions expertly packs, ships, and exports 1,3-Dimethyl-1H-benzimidazolium iodide globally, adhering to all necessary regulations for safe and compliant transport.
How can I request a sample or quote for 1,3-Dimethyl-1H-benzimidazolium iodide?
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To request a sample or a quote for 1,3-Dimethyl-1H-benzimidazolium iodide, please contact our sales team through the website or by phone.
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