Name | 2-Methylimidazole |
Synonyms | 2MZ 2MI 2MZ-H 2MZ-PW NSC 21394 Curezol 2MZ Actiron 2MI Epicure MI 2 Epikure MI 2 Curezol 2MZ-P IMicure AMI 2 Denka CN 25 Glyoxalethyline RESICURE(TM) 46 p-Oxal-methyline 2-methyl-imidazol AKOS BBS-00004447 2-Methylimidazole 2-Methylglyoxaline 2-methyl-imidazole 2-Methyl imidazole 2-methyl-1h-imidazol Imidazole, 2-methyl- 1H-2-MethyliMidazole 2-methyl-1H-imidazole 1H-Imidazole,2-methyl- 1H-Imidazole, 2-methyl- |
CAS | 693-98-1 |
EINECS | 211-765-7 |
InChI | InChI=1/C4H6N2/c1-4-5-2-3-6-4/h2-3H,1H3,(H,5,6) |
InChIKey | LXBGSDVWAMZHDD-UHFFFAOYSA-N |
Molecular Formula | C4H6N2 |
Molar Mass | 82.1 |
Density | 1.0500 (rough estimate) |
Melting Point | 142-143 °C (lit.) |
Boling Point | 267-268 °C (lit.) |
Flash Point | 155 °C |
Water Solubility | Soluble in water and ethanol. |
Solubility | 780g/l |
Vapor Presure | <1 mm Hg ( 0 °C) |
Appearance | Solid |
Color | White to light yellow |
BRN | 1368 |
pKa | 14.44±0.10(Predicted) |
PH | 10.5-11.5 (100g/l, H2O, 20℃) |
Storage Condition | 2-8°C |
Sensitive | Sensitive to air |
Refractive Index | 1.4970 (estimate) |
MDL | MFCD00005190 |
Physical and Chemical Properties | Trait solid. melting point 142~143 ℃ boiling point 267~268 ℃ solubility: soluble in water, ethanol, slightly soluble in cold benzene. |
Use | It is used as an intermediate of drug metronidazole, and is also a curing agent for epoxy resin and other resins. |
Hazard Symbols | C - Corrosive |
Risk Codes | R22 - Harmful if swallowed R34 - Causes burns |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S25 - Avoid contact with eyes. |
UN IDs | UN 3259 8/PG 2 |
WGK Germany | 2 |
RTECS | NI7175000 |
TSCA | Yes |
HS Code | 29332990 |
Hazard Note | Harmful/Corrosive |
Hazard Class | 8 |
Packing Group | III |
Toxicity | LD50 orally in Rabbit: 1500 mg/kg |
Raw Materials | Ammonia Ethylenediamine Acetonitrile Acetonitrile Acetaldehyde |
Downstream Products | 2-Methyl-5-nitroimidazole 2-Methyl-5-nitroimidazole-1-ethanol |
Reference Show more | 1. [IF=7.46] Yang Hu et al."Ultrasensitive luteolin electrochemical sensor based on zeolitic imidazolate frameworks-derived cobalt trioxide @ nitrogen doped carbon nanotube/amino-functionalized graphene quantum dots composites modified glass carbon electrode."Sensor A 2. [IF=4.155] Siqi Zhang et al."Step-wise immobilization of multi-enzymes by zirconium-based coordination polymer in situ self-assembly and specific absorption."J Inorg Biochem. 2020 Jul;208:111093 3. [IF=3.361] Fahim A. Qaraah et al."Facile route for C–N/Nb2O5 nanonet synthesis based on 2-methylimidazole for visible-light driven photocatalytic degradation of Rhodamine B."Rsc Adv. 2019 Dec;9(68):39561-39571 |
needle-like crystals (benzene). Melting point 143-144 °c (136 °c). Boiling point 267 °c. Soluble in water, ethanol, slightly soluble in cold benzene.
there are ethylenediamine method and glyoxal method.
The intermediate of metronidazole in the manufacture of drugs is also the curing agent of epoxy resin and other resins.
pH range of acid-base indicator discoloration | 10.5 |
LogP | 0.22 at 25℃ |
(IARC) carcinogen classification | 2B (Vol. 101) 2013 |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
trait | 2-methylimidazole is white or pale yellow granular or columnar. |
Use | 2-methylimidazole is an intermediate of the drug metronidazole and the feed growth promoter dimethazole, it is also the curing agent of epoxy resin and other resins. As the medium-temperature curing agent for an epoxy resin, it can be used alone, but is mainly used as a curing accelerator for powder molding and powder coating. Hygroscopic, soluble in water, alcohol, difficult to dissolve in benzene. Irritant and corrosive to skin and mucous membranes. This product is used for the synthesis of metronidazole and diazole, and is also a curing agent for bad oxygen resin. It is used as the intermediate of drug metronidazole, and also the curing agent of epoxy resin and other resins. This product is the intermediate of drug metronidazole and feed growth promoter dimethazole, it is also the curing agent of epoxy resin and other resins. As the medium-temperature curing agent for an epoxy resin, it can be used alone, but is mainly used as a curing accelerator for powder molding and powder coating. It is an intermediate for the manufacture of drug metronidazole, and is also a curing agent for epoxy resins and other resins. Fiber fabric dye adjuvant. Organic Synthesis. used in the production of metronidazole, dinitroimidazole and other pharmaceutical intermediates; Can be used as curing agents such as epoxy resin, textile fiber dye adjuvant; additives used in the preparation of foam |
Overview | 2-methylimidazole, also known as dimethylimidazole, is a white needle-like crystal or crystalline powder at room temperature. Relative molecular mass 82.11. The melting point was 145-146 °c. Boiling point 267 °c. Can sublimate. Flash point 160 °c. Insoluble in ether, cold benzene, soluble in water, Alcohols, Ketones. Irritation of the skin and mucous membranes. Mouse oral ld501400 mg/kg. 2-methylimidazole is an intermediate for the production of Trichomonas pesticide metronidazole. It is also the curing agent and curing accelerator of epoxy resin and other resins, which occupies a special position in the amine curing agent. As the intermediate temperature curing agent of epoxy resin, it can be used alone, after heat treatment in a short time, A cured product having a high heat distortion temperature can be obtained. However, it is mainly used as a curing accelerator for powder molding and powder coating. It can be obtained by dehydrogenation of 2-methylimidazoline. |
preparation method | 1, using glyoxal, acetaldehyde and ammonia as raw materials, the crude 2-methylimidazole is formed after reaction, after sublimation and refining, the finished product can be obtained. 2, using ethylenediamine and acetonitrile as raw materials, the reaction was carried out in the presence of sulfur to form imidazoline, and then dehydrogenation was carried out at 200 ℃ in the presence of nickel catalyst, 2-methylimidazole can be prepared as a finished product. 3, with glyoxal and methylamine in the presence of formaldehyde reaction, can be obtained. |
Process | is derived from the elimination and dehydrogenation of 2-methylimidazolines. The 2-methylimidazoline was heated to melt (m. P. 107 °c) and the active nickel was carefully added and the temperature was raised to 200-210 °c for 2H. The temperature is lowered to below 150 ° C., water is added to dissolve, hot pressure filtration is carried out to separate active nickel, the filtrate is concentrated to a temperature above 140 ° C., and discharge is cooled to obtain 2-methylimidazole. The product with purity more than 98% was produced by this method. The 1t product consumed 1095kg of ethylenediamine (95%) and 975kg of acetonitrile. A preferred method is to use glyoxal and aldehyde as starting materials. |
production method | results from the elimination and dehydrogenation of 2-methylimidazolines. The 2-methylimidazoline was heated to melt (m. P. 107 °c) and the active nickel was carefully added and the temperature was raised to 200-210 °c for 2H. The temperature is lowered to below 150 ° C., water is added to dissolve, hot pressure filtration is carried out to separate active nickel, the filtrate is concentrated to a temperature above 140 ° C., and discharge is cooled to obtain 2-methylimidazole. The product with purity more than 98% was produced by this method. The 1t product consumed 1095kg of ethylenediamine (95%) and 975kg of acetonitrile. A preferred method is to use glyoxal and aldehyde as starting materials. |
autoignition temperature | >600°C DIN 51794 |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |