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| | 1-Methylimidazole Basic information |
| | 1-Methylimidazole Chemical Properties |
| Melting point | −60 °C(lit.) | | Boiling point | 198 °C(lit.) | | density | 1.03 g/mL at 25 °C(lit.) | | vapor pressure | 0.4 mm Hg ( 20 °C) | | refractive index | n20/D 1.495(lit.) | | Fp | 198 °F | | storage temp. | Store below +30°C. | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Liquid | | pka | 6.95(at 25℃) | | Specific Gravity | 1.031 | | color | Clear colorless to yellow | | PH | 9.5-10.5 (50g/l, H2O, 20℃) | | PH Range | 9.5 - 11.5 at 100 g/l at 20 °C | | explosive limit | 2.7-15.7%(V) | | Water Solubility | Miscible with water. | | Sensitive | Hygroscopic | | BRN | 105197 | | Stability: | Stable, but moisture sensitive. Incompatible with acids, acid anhydrides, strong oxidizing agents, moisture, carbon dioxide, acid chlorides. | | InChIKey | MCTWTZJPVLRJOU-UHFFFAOYSA-N | | LogP | -0.19 at 25℃ | | CAS DataBase Reference | 616-47-7(CAS DataBase Reference) | | NIST Chemistry Reference | 1H-Imidazole, 1-methyl-(616-47-7) | | EPA Substance Registry System | 1H-Imidazole, 1-methyl- (616-47-7) |
| | 1-Methylimidazole Usage And Synthesis |
| Chemical Properties | 1-Methylimidazole or N-methylimidazole is an aromatic heterocyclic organic compound with the formula CH3C3H3N2. It is a colorless to yellow liquid, with an amine-like odor. It is miscible with water. N-methylimidazole is an important raw material for the synthesis of pharmaceutical intermediates, used in the preparation of losartan, nizofenone, 1-Methyl-1H-imidazole-5-carbonyl chloride hydrochloride and naphazoline hydrochloride, etc. It is also used as a specialty solvent, a base, and as a precursor to some ionic liquids. | | Uses | 1-Methylimidazole is used as a precursor for the synthesis of pyrrole-imidazole polyamides, ionic liquids such as 1-butyl-3-methylimidazolium hexafluorophosphate. It is actively involved in removing acid during the production of diethoxyphenylphosphine. It is used as an intermediate in organic synthesis. | | Definition | ChEBI: 1-methyl-1H-imidazole is a 1H-imidazole having a methyl substituent at the N-1 position. It is a metabolite of 1-methyl-2-thioimidazole (methimazole). It inhibits bone resorption. | | Preparation | 1-Methylimidazole is prepared mainly by two routes industrially. The main one is acid-catalysed methylation of imidazole by methanol. The second method involves the Radziszewski reaction from glyoxal, formaldehyde, and a mixture of ammonia and methylamine.
(CHO)2 + CH2O + CH3NH2 + NH3 → H2C2N(NCH3)CH + 3 H2O
The compound can be synthesized on a laboratory scale by methylation of imidazole at the pyridine-like nitrogen and subsequent deprotonation. Similarly, 1-methylimidazole may be synthesized by first deprotonating imidazole to form a sodium salt followed by methylation.
H2C2N(NH)CH + CH3I → [H2C2(NH)(NCH3)CH]I
[H2C2(NH)(NCH3)CH]I + NaOH → H2C2N(NCH3)CH + H2O + NaI | | General Description | This product has been enhanced for catalysis. 1-Methylimidazole is a derivative of imidazole that is utilized in the manufacture of such classes of items as pharmaceuticals, pesticides, ion-exchange resins, dye intermediates, textile auxiliaries, photographic chemicals, and corrosion inhibitors. It is also used as a catalyst for manufacturing polyurethanes and a curing agent for epoxy resins. | | Flammability and Explosibility | Notclassified | | Purification Methods | Dry it with sodium metal and then distil it. Store it at 0o under dry argon. The picrate has m 159.5-160.5o (from H2O). [Beilstein 23 III/IV 568.] |
| | 1-Methylimidazole Preparation Products And Raw materials |
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