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CAS 1122-58-3 (4-Dimethylaminopyridine) C7H10N2

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The compound corresponding to CAS 1122-58-3 is 4-dimethylaminopyridine (abbreviated as DMAP), with the molecular formula C₇H₁₀N₂ and a molecular weight of 122.17. It serves as an ultra-strong nucleophilic acylation catalyst and is widely used in organic synthesis, pharmaceuticals, and fine chemical industries.

 

 

Basic Information
- Chinese name: 4-Dimethylaminopyridine (Alternative names: N,N-Dimethyl-4-pyridinium, p-Dimethylaminopyridine)
- English Name: 4-Dimethylaminopyridine (DMAP)
CAS No.: 1122-58-3
- Molecular formula: C₇H₁₀N₂
- Molecular weight: 122.17 g/mol
- EINECS No.: 219-282-3
Appearance: White to nearly white crystalline powder with a distinctive odor
- Melting point: 108–114 °C (literature values vary slightly)
- Boiling point: approximately 162 °C (50 mmHg) or 211 °C (estimated at atmospheric pressure)
Density: 0.906 g/cm³ (25 °C)
- pKa: approximately 9.7 (conjugate acid), significantly more basic than pyridine
- Solubility: Soluble in water (~76 g/L, 25 °C), ethanol, acetone, ethyl acetate, dichloromethane, etc.; sparingly soluble in n-hexane, cyclohexane

 

 

Core Features and Applications
Primary purpose:
1. Efficient catalysis of acylation, esterification, silylation, phosphorylation, and sulfonation reactions of alcohols, amines, and phenols;
2. Pesticides (such as pyrethroids), dyes, fragrances, and polymer condensation reaction catalysts;
3. Chiral DMAP for asymmetric acyl transfer reactions.

 

 

Safety and Storage
Toxicity: Classified as a toxic chemical (UN 2811, Class 6.1), with low oral/dermal LD₅₀ (oral ~140 mg/kg in rabbits, dermal ~90 mg/kg). It exhibits strong irritation and corrosivity to skin, eyes, and respiratory tract, and can be absorbed through the skin.
- Operational Requirements: Must be performed in a fume hood, wear protective gloves, goggles, and lab coat, and avoid inhaling dust.
Storage conditions: Seal, protect from light, store in a cool and dry place, away from strong acids, oxidizers, and fire sources.

This substance is an indispensable universal reagent in both laboratory and industrial settings. When purchasing, it is necessary to distinguish between reagent-grade (≥99%) and industrial-grade specifications based on intended use, while also noting the hazardous material transportation certification requirements.

 

 

 

 

 

 

 

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