| | 4-Methylmorpholine Basic information |
| | 4-Methylmorpholine Chemical Properties |
| Melting point | −66 °C(lit.) | | Boiling point | 115-116 °C750 mm Hg(lit.) | | density | 0.92 g/mL at 25 °C(lit.) | | vapor density | >1 (vs air) | | vapor pressure | 18 mm Hg ( 20 °C) | | refractive index | n20/D 1.435(lit.) | | Fp | 75 °F | | storage temp. | Store below +30°C. | | solubility | Chloroform (Soluble), Ethyl Acetate, Methanol (Slightly) | | form | Liquid | | pka | 7.38(at 25℃) | | Specific Gravity | 0.920 (20/4℃) | | color | Clear | | PH | 10.6 (50g/l, H2O, 20℃) | | explosive limit | 2.1%(V) | | Water Solubility | >500 g/L (20 ºC) | | Merck | 14,6277 | | BRN | 102719 | | Stability: | Volatile | | InChIKey | SJRJJKPEHAURKC-UHFFFAOYSA-N | | LogP | -0.32 at 25℃ | | CAS DataBase Reference | 109-02-4(CAS DataBase Reference) | | NIST Chemistry Reference | Morpholine, 4-methyl-(109-02-4) | | EPA Substance Registry System | 4-Methylmorpholine (109-02-4) |
| Hazard Codes | F,C | | Risk Statements | 11-20/21/22-34-10-22 | | Safety Statements | 16-26-36/37/39-45-25 | | RIDADR | UN 2535 3/PG 2 | | WGK Germany | 1 | | RTECS | QE5775000 | | F | 10-23 | | Autoignition Temperature | 165 °C DIN 51794 | | TSCA | Yes | | HazardClass | 3 | | PackingGroup | II | | HS Code | 29349990 | | Toxicity | LD50 orally in Rabbit: 1960 mg/kg LD50 dermal Rabbit 1240 mg/kg |
| | 4-Methylmorpholine Usage And Synthesis |
| Chemical Properties | colorless and transparent liquid. with characteristic odor. soluble in organic solvents, miscible with water and ethanol. | | Uses | 4-Methylmorpholine is an excellent solvent, emulsifier, corrosion inhibitor, Catalyst in polyurethane foamsextraction solvent, stabilizing agent for chlorinated hydrocarbons, and also can be used as pesticide intermediates. 4-Methylmorpholine is widely used in the synthesis of pesticide compounds such as insecticide, fungicide, plant growth regulator, etc. It is also used in the synthesis of fine chemicals such as surfactant, lubricant coolant, metal antirust agent, fiber treatment agent, etc. | | Uses | 4-Methylmorpholine is used as a solvent for dyes, resins, waxes and pharmaceuticals. It acts as a crosslinker in the preparation of polyurethane foams, elastomers and adhesives. It is used as a precursor to prepare N-methylmorpholine N-oxide and morpholinium cation based ionic liquids. It is utilized as corrosion inhibitors and anti-scaling agents in industries. | | Preparation | 4-Methylmorpholine preparation method is to slowly add formaldehyde in morpholine drop by drop, under stirring add formic acid reaction, automatic reflux, and release carbon dioxide. After adding formic acid, heating reflux 4 ~ 5h, cooling and adding sodium hydroxide immediately distillation, collect all the fraction before the boiling point of 99 ℃, and then add sodium hydroxide in the fraction to saturation, cooling the oil layer, drying, fractional distillation, to obtain N-methylmorpholine. | | Synthesis Reference(s) | Tetrahedron Letters, 36, p. 4881, 1995 DOI: 10.1016/0040-4039(95)00875-D | | General Description | A water-white liquid with an ammonia-like odor. Less dense than water and insoluble in water. Flash point 75°F. May be moderately toxic by ingestion, inhalation and skin absorption. Very irritating to skin, eyes, and mucous membranes. Used as a solvent and to make pharmaceuticals. | | Air & Water Reactions | Highly flammable. Insoluble in water. | | Reactivity Profile | Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. | | Hazard | Flammable, dangerous fire risk. Skin irri-tant. | | Health Hazard | May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. | | Fire Hazard | Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. | | Flammability and Explosibility | Flammable | | Safety Profile | Moderately toxic by
ingestion and skin contact. Mildly toxic by
inhalation. An irritant to skin, eyes, and
mucous membranes. Flammable when
exposed to heat or flame, can react
vigorously with oxidizing materials. When
heated to decomposition it emits toxic
fumes of NOx. | | Purification Methods | Dry it by refluxing with BaO or sodium, then fractionally distil it through a helices-packed column. The picrate has m 227o, the thiocyanate salt has m 103o (from butanone). [Hall J Phys Chem 60 63 1956, Beilstein 27 I 203, 27 III/IV 22.] |
| | 4-Methylmorpholine Preparation Products And Raw materials |
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