99.5% N-Methylmorpholine

99.5% N-Methylmorpholine

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  • Category

    Environmentally friendly solvent series

  • Describe

    N-Methylmorpholine (NMM) is a methylated derivative of morpholine, with a methyl group introduced on its nitrogen atom. It is an important organic synthesis intermediate and catalyst aid, widely used in medicine, pesticides, polyurethane, solvents and catalytic systems.

  • Cas No.

    109-02-4

  • Purity

    99.5%

  • Synonym(s)

    NMM

Physical and chemical properties

  • 1. Chemical Identity
    • Chemical Name: N-Methylmorpholine
    • IUPAC Name: 4-Methylmorpholine
    • Synonyms: NMM, 4-Methylmorpholine
    • CAS Number: 109-02-4
    • EC Number: 203-640-0
    • Molecular Formula: C5​H11​NO
    • Molecular Weight: 101.15 g/mol
  • 2. Physical Properties
    • Appearance: Clear, colorless liquid.
    • Odor: Sharp, amine-like, pungent odor.
    • Melting Point: -66 °C (-87 °F)
    • Boiling Point: 115-116 °C (239-241 °F) at 1013 hPa
    • Density: 0.916 - 0.920 g/cm³ at 20 °C
    • Solubility:
    • In Water: Miscible (soluble in all proportions).
    • In Organic Solvents: Soluble in ethanol, ether, acetone, and benzene.
    • Vapor Pressure: 21 hPa at 20 °C
    • Vapor Density: 3.5 (Air = 1)
    • Viscosity: 0.9 mPa·s at 20 °C
  • 3. Chemical Properties and Stability
    • Stability: Stable under normal conditions.
    • Basicity (pKb): 6.5
    • Incompatibilities: Incompatible with strong oxidizing agents and strong acids. Can react with nitrites or nitrous agents to form carcinogenic nitrosamines. Corrosive to copper and its alloys.
    • Hazardous Decomposition Products: Combustion may produce toxic fumes of carbon monoxide (CO), carbon dioxide (CO2​), and nitrogen oxides (NOx).
  • 4. Other Key Data
    • Flash Point: 17 °C (63 °F) - Closed cup
    • Autoignition Temperature: 175 °C (347 °F)
    • Explosive Limits:
    • Lower Explosive Limit (LEL): 2.2 % (V)
    • Upper Explosive Limit (UEL): 11.8 % (V)
    • Refractive Index (n20/D): ~1.435
 

Application

1. Polymer material industry

Used in polyurethane production scenarios: The main use of N-methylmorpholine is as a foaming catalyst in the production of polyurethane (PU) foam. NMM is widely used as a catalyst in the polyurethane foaming process. It promotes the reaction between isocyanate and polyol to adjust the foaming speed and foam structure. In the synthesis process of polyurethane, NMM promotes the reaction between isocyanate and water to generate carbon dioxide (foaming gas), thereby forming a foam structure. Its tertiary amine characteristics can effectively adjust the reaction rate, optimize the porosity and mechanical properties of the foam, and are widely used in the production of soft and hard polyurethane foams, such as furniture, car seat cushions, thermal insulation materials, etc.

Used in epoxy resin curing: In some epoxy resin systems, NMM can be used as a curing agent or catalyst to accelerate the crosslinking of resins

2. Organic synthesis and solvents

Used as a polar aprotic solvent: NMM is often used as a solvent in organic reactions, especially in situations where the reaction rate needs to be controlled or polar substances need to be dissolved, such as esterification, alkylation and other reactions. It is also suitable for the dissolution of dyes, casein, wax and shellac. It can also be used as an extractant to extract and separate various chemical components. NMM is often used as a solvent for organic reactions (such as peptide synthesis and preparation of pharmaceutical intermediates) due to its good polarity and solubility. As a weak alkaline catalyst, it participates in esterification, condensation and other reactions, especially in situations where mild reaction conditions are required.

3. Surfactants and cleaning agents

Used as an emulsifier component: Due to its amphiphilic structure, NMM can be used to prepare surfactants and applied to detergents, cosmetics or industrial cleaning agents.

4. Pharmaceutical industry

Used as a drug synthesis intermediate: used in the synthesis of antibiotics, antiviral drugs, etc., for example, as a key intermediate in the production of cephalosporin antibiotics.

Catalyst for the synthesis of aminobenzyl penicillin and hydroxybenzyl penicillin.

5. Energy and environmental protection field

Used in desulfurization process: In the natural gas or oil refining process, NMM can be used as a desulfurizer to help remove sulfur compounds and reduce environmental pollution.

6. Coatings and paint industry

Additive function: As a dispersant or stabilizer in coatings, it improves the leveling, weather resistance and adhesion of the coating.

7. Metal treatment and corrosion protection

Corrosion inhibitor: Adding NMM to metalworking fluid can inhibit metal surface corrosion and extend equipment life.

8. Agricultural field

N-methylmorpholine (NMM) is widely used in the synthesis of pesticide compounds such as insecticides, fungicides, and plant growth regulators.

Safety Information

  • This information is a summary based on the Globally Harmonized System of Classification and Labelling of Chemicals (GHS).
    • 1. GHS Classification
      • Flammable Liquids (Category 2)
      • Acute Toxicity, Oral (Category 4)
      • Acute Toxicity, Dermal (Category 3)
      • Skin Corrosion (Category 1B)
      • Serious Eye Damage (Category 1)
    • 2. GHS Label Elements
      • Pictograms:
        • Flame (GHS02)
        • Corrosion (GHS05)
        • Skull and Crossbones (GHS06)
      • Signal Word: Danger
      • Hazard Statements (H-Statements):
        • H225: Highly flammable liquid and vapor.
        • H302: Harmful if swallowed.
        • H311: Toxic in contact with skin.
        • H314: Causes severe skin burns and eye damage.
      • Precautionary Statements (P-Statements):
      • Prevention:
        • P210: Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
        • P233: Keep container tightly closed.
        • P260: Do not breathe dust/fume/gas/mist/vapors/spray.
        • P280: Wear protective gloves, protective clothing, eye protection, and face protection.
      • Response:
        • P301 + P330 + P331: IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
        • P303 + P361 + P353: IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water or shower.
        • P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
        • P310: Immediately call a POISON CENTER or doctor/physician.
      • Storage:
        • P403 + P235: Store in a well-ventilated place. Keep cool.
        • P405: Store locked up.
      • Disposal:
        • P501: Dispose of contents/container to an approved hazardous waste disposal plant.
    • 3. Summary of Primary Hazards
      • Fire Hazards: Highly flammable liquid and vapor. Vapors are heavier than air, can form explosive mixtures with air, and may travel a considerable distance to a source of ignition and flash back.
      • Health Hazards: Corrosive. Causes severe burns to skin and irreversible damage to eyes. Toxic in contact with skin and harmful if swallowed. Vapors are irritating to the respiratory tract.
      • Environmental Hazards: While not classified as acutely hazardous to the aquatic environment, it should be prevented from entering drains and waterways.

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