2,5-dimethylpyrrole – an important nitrogen-containing heterocyclic compound
1. Product Introduction
As a multifunctional synthetic block, 2,5-dimethylpyrrole is mainly used as an intermediate in the synthesis of pharmaceuticals and pesticides. It is also a key pyrrole block for the synthesis of macrocyclic compounds such as porphyrins and vitamin B12, and has applications in the spice and dye industries. In addition, it can also serve as an organic synthetic intermediate for the production of hexene-1 through ethylene polymerization.
2.Basic Information
Name: 2,5-Dimethyl-1H-pyridine
CAS number: 625-84-3
Molecular formula: C ₆ H ₉ N
Molecular weight: 95.14
Appearance: Colorless to yellowish oily liquid
Odor: Strong irritant odor
Boiling point: 165 ° C
Flash point: 54 ° C
Density: 0.935 g/mL
Refractive index: (nD20) 1.502~1.507
Solubility: miscible with ethanol and ether, extremely difficult to dissolve in water
Purity specification: ≥ 98% (GC)
Structural formula:
Product Manager Email: ada@coreychem.com
3.Frequently Asked Questions (FAQ)
Q1: What are the main uses of 2,5-dimethylpyrrole?
2,5-dimethylpyrrole is a universal synthetic block mainly used as an intermediate in the synthesis of pharmaceuticals and pesticides, and has a wide range of applications in the agrochemical industry. It is also a key pyrrole intermediate for synthesizing macrocyclic compounds such as porphyrins and vitamin B12, as well as an intermediate in the spice and dye industries.
Q2: Is the chemical flammable?
Yes. 2,5-dimethylpyrrole is a flammable liquid with a flash point of approximately 54 ° C. Its vapor can form explosive mixtures with air, so it should be handled and stored away from open flames, hot surfaces, and ignition sources, and anti-static measures should be taken.
Q3: What are the correct storage conditions?
It is recommended to store refrigerated at 2-8 ° C and store under inert gas (such as argon) protection. Containers should be kept sealed and stored in a dry, well ventilated area, away from light to prevent oxidation and discoloration.
Q4: How to deal with leakage?
A small amount of leakage can be absorbed by inert liquid absorbing materials Properly dispose of after absorption. When there is a large amount of leakage, sufficient ventilation should be ensured and explosion-proof equipment should be used. Be careful to prevent leakage from entering the sewer system, as its vapor may accumulate and form an explosive environment. During emergency response, specific procedures should be referred to in the supplier’s safety data sheet.
4.Application Examples
Application 1: Synthesis of Pharmaceutical Intermediates – COX Inhibitors
2,5-dimethylpyrrole derivatives have significant value in the development of anti-inflammatory drugs. Research has shown that N-substituted 3,4-pyrrolediimide compounds exhibit significant COX-2 inhibitory activity. Among them, the derivative containing 4-chlorophenyl substitution has an IC50 value of 0.12 µ M for COX-2 and a selectivity index of 13.0, which is superior to the reference drug meloxicam (selectivity index 5.56). These compounds can serve as potential candidate molecules for nonsteroidal anti-inflammatory drugs.
Application 2: Pharmaceutical intermediate – butyrylcholinesterase inhibitor
1,3-diarylpyrrole derivatives have attracted attention in the development of drugs for neurodegenerative diseases. Research has shown that derivatives containing 4-methoxyphenyl substitution exhibit potent inhibitory effects on butyrylcholinesterase (BChE), with an IC50 value of 1.71 µ M, which is superior to the reference drug donepezil (IC50=3.40 µ M). This provides new lead compounds for the development of Alzheimer’s disease treatment drugs.
Application Three: Synthesis of Macrocyclic Compounds – Porphyrins and Vitamin B12
2,5-dimethylpyrrole is a key building block for the synthesis of porphyrin macrocyclic compounds. Porphyrin structures are widely present in nature, such as hemoglobin and chlorophyll. This product can also be used for the synthesis research of vitamin B12, which is the only vitamin containing metallic elements and plays a key role in nervous system function and red blood cell production.
Application 4: Amino protection strategy
2,5-dimethylpyrrole can be used as an amino protecting group. In organic synthesis, 2,5-dimethylpyrrole groups can be selectively removed under mild conditions through hydroxylamine hydrochloride and microwave-assisted methods. This protection strategy has important application value in the synthesis of complex natural products and peptides.
Application 5: Conductive Polymer Materials
2,5-dimethylpyrrole can be used to prepare conductive polymers. Polypyrrole materials have attracted widespread attention due to their high conductivity, good environmental stability, and relatively simple synthesis methods. Methyl substituted pyrrole monomers can regulate the solubility and processability of polymers, and have potential applications in electronic devices, sensors, and biomedical devices.
5.Safety and Storage
1）Hazard Overview
2,5-dimethylpyrrole is a flammable liquid (Class 3), harmful when swallowed, harmful when in skin contact, and irritating to the eyes. Its vapor can form an explosive mixture with air, and the vapor is heavier than air and may spread along the ground.
2）First aid measures
Inhalation: Move personnel to fresh air and seek medical attention if discomfort occurs.
Skin contact: Immediately remove contaminated clothing and rinse with plenty of soap and water.
Eye contact: Rinse with plenty of water for at least 15 minutes and seek medical attention.
Ingestion: Rinse mouth, do not induce vomiting, seek medical attention immediately.
3）Fire prevention measures
Use dry powder, carbon dioxide or insoluble foam to extinguish the fire. Firefighters should wear self-contained breathing apparatus and protective clothing. Prevent fire extinguishing water from contaminating surface water or groundwater systems.
4）Storage conditions
Temperature: 2-8 ° C Refrigerated
Atmosphere: Inert gas (argon or nitrogen) protection
Container: Keep sealed and store away from light
Environment: Dry, well ventilated, away from sources of fire and oxidants
Management: Access is limited to authorized personnel only
5）Individual protection
Respiratory system: A type organic gas filter respirator should be worn when producing vapors or aerosols
Hand: Butyl rubber gloves (full contact, 0.7 mm thickness)
Eye: Safety goggles or face mask
Body: Flame retardant and anti-static protective clothing
Product Manager Email:ada@coreychem.com
