2-Methylimidazole

ChemicalBook > CAS DataBase List > 2-Methylimidazole

2-Methylimidazole

Product Name: 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
Formula Weight: 82.1
MOL File: 693-98-1.mol

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2-Methylimidazole Property

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
pka: 14.44±0.10(Predicted)
form: Crystalline Powder
color: White to light yellow
PH: 10.5-11.5 (100g/l, H2O, 20℃)
PH Range: 10.5
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)
NIST Chemistry Reference: 1H-Imidazole, 2-methyl-(693-98-1)
IARC: 2B (Vol. 101) 2013
EPA Substance Registry System: 2-Methylimidazole (693-98-1)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H351Suspected of causing cancer

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M50850
Product name: 2-Methylimidazole
Purity: 99%
Packaging: 100g
Price: $62.1
Updated: 2024/03/01

Sigma-Aldrich

Product number: M50850
Product name: 2-Methylimidazole
Purity: 99%
Packaging: 500g
Price: $277
Updated: 2024/03/01

TCI Chemical

Product number: M0345
Product name: 2-Methylimidazole
Purity: >97.0%(GC)(T)
Packaging: 25g
Price: $18
Updated: 2024/03/01

TCI Chemical

Product number: M0345
Product name: 2-Methylimidazole
Purity: >97.0%(GC)(T)
Packaging: 100g
Price: $22
Updated: 2024/03/01

Alfa Aesar

Product number: A17063
Product name: 2-Methylimidazole, 97%
Packaging: 100g
Price: $31
Updated: 2024/03/01

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2-Methylimidazole Chemical Properties,Usage,Production

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 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.

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.

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.]

References

[1] Hachu?a B, et al. Crystal and Molecular Structure Analysis of 2-Methylimidazole. Journal of Chemical Crystallography, 2009; 40: 201–206.

2-Methylimidazole Preparation Products And Raw materials

Raw materials

2-METHYL-2-IMIDAZOLINE Glyoxal Acetonitrile Ethylenediamine Acetaldehyde Ammonia

Preparation Products

2-Methyl-4-nitroimidazole 1,2-Dimethyl-5-nitroimidazole 2-Methyl-5-nitroimidazole 1-(2-HYDROXYETHYL)-2-METHYLIMIDAZOLE 5-BROMO-1,2-DIMETHYL-1H-IMIDAZOLE 1-Benzyl-2-methyl-1H-imidazole Metronidazole Ondansetron

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View Lastest Price from 2-Methylimidazole manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd

Product: 2-Methylimidazole 693-98-1
Price: US $70.00-700.00/kg
Min. Order: 10kg
Purity: 0.99
Supply Ability: 20tons
Release date: 2023-10-31

Hebei Longbang Technology Co., Ltd

Product: 2-Methylimidazole 693-98-1
Price: US $6.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20TONS
Release date: 2024-04-30

Hebei Saisier Technology Co., LTD

Product: 2-Methylimidazole 693-98-1
Price: US $6.00/KG
Min. Order: 1KG
Purity: More than 99%
Supply Ability: 2000KG/MONTH
Release date: 2024-04-18

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