N-Methylimidazole Methylimidazole 1-Methyl-1h-Imidazole CAS 616-47-7

• Customization: Available
• CAS No.: 616-47-7
• Formula: C4h6n2
• Model NO.: 99%
• Type: Synthesis Material Intermediates
• Appearance: Liquid
• Quality: Industrial
• Colour: Colorless
• Specification: ≥ 99%
• Trademark: JinYu
• Origin: China

Product Description

Product Description

Basic Information

• Product Name: N-Methylimidazole
• Chemical Formula: C4H6N2
• Molar Mass: 82.10 g/mol
• CAS Number: 616-47-7

Physical and Chemical Properties
Physical Properties

• Appearance: Colorless to pale yellow transparent liquid with a characteristic amine-like odor.
• Melting Point: -60°C
• Boiling Point: 198-203°C (at atmospheric pressure)
• Density: 1.03 g/cm³ (25°C)
• Solubility: Highly soluble in polar solvents like water, ethanol, and diethyl ether; miscible with most organic solvents.
• Volatility: Moderate volatility at room temperature, with vapor density greater than air.

Chemical Properties

• Acidity and Basicity:
  • The lone pair electrons on nitrogen are not fully involved in conjugation, giving it strong basicity (pKb ≈ 7.4). It readily forms stable salts with strong acids (e.g., hydrochloride).
  • The methyl-substituted nitrogen (N1) can be protonated, and the other nitrogen (N3) can participate in coordination.
• Electrophilic Substitution Reactions:
  • The ring has high electron density, prone to halogenation, nitration, etc., at positions C2, C4, and C5. For example, reaction with bromine at room temperature yields 2-bromo-N-methylimidazole.
• Coordination and Catalysis:
  • Nitrogen atoms act as ligands to form complexes with metal ions (e.g., Cu², Zn²), commonly used in organic catalysis (e.g., as a catalyst for esterification and coupling reactions).
• Nucleophilic Reactions:
  • The nitrogen with the methyl group can be deprotonated by strong bases (e.g., NaH) to generate a nucleophilic carbanion, participating in alkylation and acylation reactions.
• Oxidation and Reduction:
  • Oxidized by strong oxidants (e.g., potassium permanganate) to open the ring, forming carboxylic acid products; catalytic hydrogenation yields N-methylimidazoline (partially saturated heterocycle).

Application Fields

• Organic Synthesis and Catalysis:
  • Catalyst: Used as a base catalyst or ligand in organic syntheses like Suzuki coupling and Heck reaction;
  • Ionic Liquid Preparation: A key intermediate for synthesizing 1-methyl-3-ethylimidazole-based ionic liquids (e.g., [EMIM]Cl), widely applied in green solvents and electrochemistry.
• Pharmaceuticals and Pesticides:
  • Pharmaceutical Intermediate: Used in synthesizing antibiotics (e.g., cephalosporins), antifungal and antiviral drugs;
  • Pesticide Raw Material: Preparing imidazole-based insecticides and fungicides (e.g., prochloraz).
• Polymer Materials:
  • As a curing agent for epoxy resins to improve the heat resistance and mechanical strength of polymers;
  • Synthesizing polyimidazole functional polymers for fuel cell proton exchange membranes.
• Other Applications:
  • Metal surface treatment agent (rust prevention, electroplating additive);
  • Additive for coatings and adhesives to improve curing properties;
  • pH regulator and preservative in cosmetics.

Safety and Storage
Hazards

• Toxicity:
  • Contact Hazard: Liquid may cause skin irritation and allergies; splashing into eyes leads to redness and pain;
  • Inhalation/Ingestion: Vapors irritate the respiratory tract; ingestion may cause nausea and vomiting. LD50 (rat, oral) is approximately 250 mg/kg, indicating moderate toxicity. High-concentration vapors pose a risk to the nervous system.
• Flammability and Explosiveness:
  Flammable liquid with a flash point of 86°C. Vapors form explosive mixtures with air (explosion limit 1.3%-7.0%), susceptible to combustion upon contact with open flames or high temperatures.
• Environmental Hazard:
  Toxic to aquatic organisms. Avoid leakage into water bodies; it is biodegradable but may cause ecological accumulation.

Safety Measures

• Protection: Wear chemical-resistant gloves and goggles during operation, work in a fume hood, and prevent vapor inhalation.
• Storage: Store in a sealed container in a cool, ventilated explosion-proof warehouse, away from fire sources, oxidants, strong acids, and strong bases. Ground containers to prevent static electricity.
• Emergency Treatment: Absorb leaks with sand or transfer with an explosion-proof pump; extinguish fires with foam or carbon dioxide fire extinguishers; rinse skin immediately with plenty of water in case of contact, and seek medical attention for ingestion.

Derivatives and Analogues

• Common Derivatives:
  • 1-Methyl-2-ethylimidazole: Used as a low-temperature curing agent for epoxy resins;
  • 1-Methyl-3-butylimidazole salts: Important components of ionic liquids for extraction and catalysis;
  • N-Methylimidazole hydrochloride: A stable solid, commonly used as an organic synthesis intermediate.
• Comparison with Analogues:

Compound	Structural Difference	Main Distinctions
N-Methylimidazole	Five-membered ring, single methyl-substituted nitrogen	Strong basicity, easy to form ionic liquids
N,N-Dimethylimidazole	Five-membered ring, double methyl-substituted nitrogen	Stronger basicity, higher boiling point (220°C)
Imidazole	No methyl substitution	Lower boiling point (256°C), slightly stronger acidity than N-methylimidazole
Methylimidazoline	Partially saturated five-membered ring	Non-aromatic, stronger basicity, commonly used as a solvent

Product Parameters

 

Packaging & Shipping

Liquid products	Drum of 5kg ,10 kg ,25 kg ,50 kg 200 kg ,250 kg . 1000 kg IBC drum. TANK with 20 tons ,25 tons .
Solid products	Bag of 1 kg ,2 kg ,5 kg ,25 kg ,500kg ,1000 kg . Drum of 25 kg and 50 kg.

Packaging can be customized according to customer requirements.

Company Profile

Qingdao Jinyu Chemical Co., LTD,which is located in Qingdao City, China, with registered capital of RMB 10 million, is a dynamic chemical import and export enterprise with customer demand as its own responsibility. The founder has been engaged in the chemical industry for more than 20 years. With professional technical and marketing personnel, diversified cooperative factories with synthetic technology and efficient logistics management, we provide services to customers all over the world. After years of hard work, we have selected a number of excellent chemical production cooperative enterprises in China. These enterprises have their own advantages in different chemical synthesis fields. They have passed the strict inspection of suppliers by many customers and formed a long-term and stable strategic partnership with customers. With our partners' excellent equipment, well-trained employees and mature technology, we also continue to provide customers with more products.

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