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2-Chloro-1-methylpyridinium Iodide: Comprehensive Technical Guide
Table of Contents
1. Key Specifications & Comparative Analysis
| Parameter | Specification |
|---|---|
| Chemical Name | 2-Chloro-1-methylpyridinium iodide (CMPI) |
| CAS Number | 14338-32-0 |
| Molecular Formula | C6H7ClIN |
| Molecular Weight | 255.48 g/mol |
| Appearance | Pale yellow crystalline solid |
| Melting Point | 195-200°C (dec.) |
| Solubility | Moderate in CH2Cl2, THF, MeCN |
| Storage | 2-8°C in airtight container |
2. Functional Applications
As a premium coupling agent in organic synthesis, CMPI demonstrates exceptional performance in:
- Carboxylic acid activation for ester/amide formation
- Macrocyclic lactonization (7- to 13-membered rings)
- Sterically hindered substrate derivatization
- Regioselective transformations
- Base-sensitive compound reactions
Mechanistic advantage: The N-methylpyridinium structure enables nucleophilic attack at the 2-position, generating reactive intermediates that facilitate high-yield conversions under mild conditions (typically CH2Cl2/THF with Et3N/KHCO3).
3. Implementation Scenarios
Case 1: Tertiary Alcohol Esterification
Reaction: tert-Butanol + Acetic Acid → tert-Butyl Acetate
Conditions: 0.1M in CH2Cl2, 2.2 eq. CMPI, 3 eq. Et3N, 25°C/12h
Yield: 92% (vs. 68% with DCC)
Case 2: Macrocyclic Lactone Synthesis
Substrate: 16-Hydroxyhexadecanoic Acid
Conditions: 0.05M in THF, 1.5 eq. CMPI, 2.5 eq. KHCO3, 40°C/24h
Result: 15-Membered lactone (87% yield)
4. Industry Adoption Cases
Pharmaceutical Manufacturer A
Application: Synthesis of prostaglandin intermediates
Benefit: Reduced reaction steps from 5 to 2
Scale: 150kg batch production
Specialty Chemical Producer B
Application: Acrylate ester preparation
Outcome: 98% purity vs. 91% with traditional methods
Throughput: 12 MT/month
5. Technical Consultation
For technical specifications, bulk pricing, or custom synthesis requirements:
Email: info@vivalr.com
Phone: (86) 15866781826
Our experts provide:
- Reaction optimization support
- Regulatory documentation
- Custom purity grades (98%-99.9%)
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