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2-Methylimidazole

CAS No.
693-98-1
Chemical Name:
2-Methylimidazole
Synonyms
2-Methyl-1H-imidazole;2MI;2MZ;Ondansetron EP Impurity F;Actiron 2MI;2-methyl-imidazol;2-methyl-1h-imidazol;2MZ-H;2MZ-PW;NSC 21394
CBNumber:
CB6146227
Molecular Formula:
C4H6N2
Molecular Weight:
82.1
MDL Number:
MFCD00005190
MOL File:
693-98-1.mol
MSDS File:
SDS
Last updated:2024-12-18 14:08:57

2-Methylimidazole Properties

Melting point 142-143 °C (lit.)
Boiling point 267-268 °C (lit.)
Density 1.0500 (rough estimate)
vapor pressure <1 mm Hg ( 0 °C)
refractive index 1.4970 (estimate)
Flash point 155 °C
storage temp. 2-8°C
solubility 780g/l
form Crystalline Powder
pka 14.44±0.10(Predicted)
color White to light yellow
PH Range 10.5
PH 10.5-11.5 (100g/l, H2O, 20℃)
Water Solubility Soluble in water and ethanol.
BRN 1368
InChIKey LXBGSDVWAMZHDD-UHFFFAOYSA-N
LogP 0.22 at 25℃
CAS DataBase Reference 693-98-1(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII T0049Z45LZ
Proposition 65 List 2-Methylimidazole
IARC 2B (Vol. 101) 2013
NIST Chemistry Reference 1H-Imidazole, 2-methyl-(693-98-1)
EPA Substance Registry System 2-Methylimidazole (693-98-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H314-H351-H360Df
Precautionary statements  P260-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  C
Risk Statements  22-34
Safety Statements  26-36/37/39-45-25
RIDADR  UN 3259 8/PG 2
WGK Germany  2
RTECS  NI7175000
Autoignition Temperature >600 °C DIN 51794
Hazard Note  Harmful/Corrosive
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  29332990
Hazardous Substances Data 693-98-1(Hazardous Substances Data)
Toxicity LD50 orally in Rabbit: 1500 mg/kg
NFPA 704
0
3 0

2-Methylimidazole price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M50850 2-Methylimidazole 99% 693-98-1 100g $62.1 2024-03-01 Buy
Sigma-Aldrich M50850 2-Methylimidazole 99% 693-98-1 500g $277 2024-03-01 Buy
TCI Chemical M0345 2-Methylimidazole >97.0%(GC)(T) 693-98-1 25g $18 2024-03-01 Buy
TCI Chemical M0345 2-Methylimidazole >97.0%(GC)(T) 693-98-1 100g $22 2024-03-01 Buy
Alfa Aesar A17063 2-Methylimidazole, 97% 693-98-1 100g $31 2024-03-01 Buy
Product number Packaging Price Buy
M50850 100g $62.1 Buy
M50850 500g $277 Buy
M0345 25g $18 Buy
M0345 100g $22 Buy
A17063 100g $31 Buy

2-Methylimidazole Chemical Properties,Uses,Production

Detection method

Fluorescence detection method: Using o-phenylenediamine as the carbon source and phytic acid as the phosphorus source, two P-rich carbon quantum dots RCD and BCD were successfully synthesized by changing the reaction temperature and time of the hydrothermal method. The study found that the red-emitting RCD can achieve sensitive detection of 2-Methylimidazole, while 2-methylimidazole has no obvious quenching effect on the blue-emitting BCD, which makes RCD a sensitive, fast and selective fluorescence sensor for 2-methylimidazole detection. Under the optimal experimental conditions, the fluorescence intensity of RCDs decreases with the increase of 2-methylimidazole concentration; the carbon quantum dot sensor shows a good linear relationship in the detection of 2-methylimidazole concentration in the range of 5 ~ 110 µM, and the minimum detection limit is 0.61 µM (S/N = 3). The sensor can detect 2-methylimidazole in lake water and can be used for the detection of actual samples[2].

Chemical Properties

2-Methylimidazole is a white to light yellow crystalline powder with an amine-like odor. It is highly soluble in polar organic solvents. Insoluble in ether and cold benzene, easily soluble in water, alcohols and ketones. Irritating to skin and mucous membranes. Mice orally LD50 1400mg/kg.

Chemical Properties

The 2-methylimidazole molecule is approximately planar, and the maximum deviation of all non-H atoms from the plane of the least squares imidazole is 0.006(2)?. N–H··· N hydrogen bonds link molecules together to form infinite chains of hydrogen bond pattern C(4). The crystal of 2-methylimidazole is in orthorhombic crystal system with space group P212121 (Z = 4), lattice parameters: a = 5.9957(12) ?, b = 8.1574(16) ? and c = 9.7010(19) ?, V = 474.47(16) ?[1].

Uses

2-Methylimidazole is used as a raw material for the preparation of nitroimidazole antibiotics, which is useful in combat anaerobic bacterial and parasitic infections. It acts as a ligand in coordination chemistry. It is also employed as a hardener or accelerator for epoxy resin and auxiliary agent for textile dyes. Further, it acts as a catalyst for refolding of enhanced colored fluorescent protein. It is also useful as a building block in the synthesis of biologically active compounds. In addition to this, it is used as an active pharmaceutical ingredient intermediate such as metronidazole and dimetridazole.

Uses

2-Methylimidazole is a monomethylated imidazole that can be used as a building block in the preparation of a wide range of biologically active compounds. 2-Methylimidazole as well as other imidazoles can be use as catalyst for refolding of enhanced coloured fluorescent protein. 2-Methylimidazole has been identified as a byproduct of fermentation and is detected in foods and mainstream and side-str eam tobacco smoke.

Preparation

2-Methylimidazole is prepared by condensation of glyoxal, ammonia and acetaldehyde, a Radziszewski reaction. It is widely used as a polymeriza tion cross-linking accelerator and a hardener for epoxy resin systems for semiconductor potting compounds and soldering masks.
It is obtained by eliminating dehydrogenation of 2-methylimidazoline. 2-methylimidazoline heated to melt (melting point 107 ℃), carefully add active nickel, raise the temperature to 200-210 ℃ reaction 2h. cool down to below 150 ℃, add water to dissolve, while hot pressure filtration, separation of active nickel, the filter Chemicalbook liquid concentrated to a temperature of 140 ℃ or more, put the material cooling that 2-methylimidazole. Use the method to produce purity of ≥ 98% of the product, 1t product consumption of ethylenediamine (95%) 1095kg, acetonitrile 975kg. better method is to use glyoxal and aldehyde as raw materials.

General Description

It is a white or colorless solid that is highly soluble in polar organic solvents and water. It is a precursor to a range of drugs and is a ligand in coordination chemistry.

Hazard

Possible carcinogen.

Flammability and Explosibility

Not classified

Purification Methods

Recrystallise 2-methylimidazole from *benzene or pet ether. The picrate has m 215o (from H2O). [Beilstein 23 III/IV 594, 23/5 V 35.]

Toxicity evaluation

2-Methylimidazole is harmful if swallowed and may cause severe skin burns and eye damage from exposure. It is also associated with adverse effects such as neurotoxins, reproductive toxins and toxic pneumonia. In vitro studies have shown a mouse LD50: 480 mg/kg (intraperitoneal); 1400 mg/kg (oral).

References

[1] Hachu?a B, et al. Crystal and Molecular Structure Analysis of 2-Methylimidazole. Journal of Chemical Crystallography, 2009; 40: 201–206.
[2] ZHENGYUAN DAI. Synthesis of P-Rich Carbon Quantum Dots for Sensitive Fluorescent Detection of 2-Methylimidazole.[J]. Journal of Fluorescence, 2024. DOI:10.1007/s10895-024-03946-9.

13750-62-4
693-98-1
Synthesis of 2-Methylimidazole from 1-Benzyl-2-methyl-1H-imidazole
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View Lastest Price from 2-Methylimidazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Methylimidazole pictures 2024-12-20 2-Methylimidazole
693-98-1
US $6.00 / kg 1kg 99% 2000KG/Month HebeiShuoshengImportandExportco.,Ltd
2-Methylimidazole pictures 2024-12-20 2-Methylimidazole
693-98-1
US $180.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
2-Methylimidazole pictures 2024-12-19 2-Methylimidazole
693-98-1
US $6.00 / KG 1KG 99% 20TONS Hebei Longbang Technology Co., Ltd
2-Methylimidazole,97% RESICURE(TM) 46 2-METHYLIMIDAZOLE pure 2-MethyliMidazole, 99% 100GR 2-MethyliMidazole, 99% 500GR Curezol 2MZ Denka CN 25 2-Methylimidazole,99% 1H-Imidazole,2-methyl- 1H-2-MethyliMidazole 2MZ-H 2MZ-PW Curezol 2MZ-P Epicure MI 2 Epikure MI 2 IMicure AMI 2 NSC 21394 Ondansetron HCl IMpurity-F Ondansetron impurity F Ondansetron impurity F (PhEur) 2-Methyl Limidazole 2-methyl-1H-imidazole analogue 2-Methylimidazole (Ondansetron Impurity F) 2-METHYL-3-NITROBENZOTRIFLUORIDE 2-NITRO-6-(TRIFLUOROMETHYL)TOLUENE 2-NITRO-5-TRIFLUOROMETHYLTOLUENE Benzene, 2-methyl-1-nitro-3-(trifluoromethyl)- alpha,alpha,alpha-trifluoro-3-nitro-o-xylene 3-Trifluoromethyl-2-methyl-1-nitrobenzene 2- Glyoxalethyline Imidazole, 2-methyl- p-Oxal-methyline 2-METHYLIMIDAZOLE 2-METHYLGLYOXALINE AKOS BBS-00004447 Flucythrinate PESTANAL JACS-693-98-1 2-Methylimidazole > 2-Methylimidazole Standard@100 μg/mL in Toluene 2-Methylimidazole Reference Material Ondansetron impurity F CRS 2-Methylimidazole,98% 2-METHYLIMIDAZOLE FOR SYNTHESIS 2-Methylimidazole USP/EP/BP Ondansetron impurity F (Y0001320) 2-METHYLIMIDAZOLE Extra Pure 2-Methylimidazole Solution, 100ppm 2-Methylimidazole 693-98-1 693-98-1 2-Methylimidazole 2-Methylimidazo Ondansetron Impurity 6(Ondansetron EP Impurity F) Ondansetron Hydrochloride Dihydrate EP Impurity F 2-methyl-1h-imidazol 2-methyl-imidazol 2MZ Actiron 2MI Ondansetron EP Impurity F 2MI 2-Methyl-1H-imidazole 2-Methylimidazole flakes (2-MI Flakes) 2-Methylimidazole pure (2-MI Pure) Ondansetron Hydrochloride Dihydrate Impurity F 2-Methylimidazole 98% Extrapure