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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.

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2-Methylimidazole Suppliers

TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
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Japan
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28387
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TCI Chemical Trading Co., Ltd.
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Email
sales@tci-chemical-trading.com
Country
Japan
ProdList
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Maido Corporation
Tel
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Email
sales@maidocorp.jp
Country
Japan
ProdList
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OuchiShinko Chemical Industrial Co., Ltd
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support@jp-noc.co.jp
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Japan
ProdList
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Kanto Chemical Co., Inc.
Tel
--
Fax
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Email
reag-info@gms.kanto.co.jp
Country
Japan
ProdList
6756
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Wako Pure Chemical Industries, Ltd.
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Email
labchem-tec@wako-chem.co.jp
Country
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Junsei Chemical Co., Ltd.
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shiyaku@junsei.co.jp
Country
Japan
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3096
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View Lastest Price from 2-Methylimidazole manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
2-Methylimidazole 693-98-1
Price
US $180.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-17
WUHAN FORTUNA CHEMICAL CO., LTD
Product
2-Methylimidazole 693-98-1
Price
US $0.00/Kg/Bag
Min. Order
25KG
Purity
99%min
Supply Ability
20000kg
Release date
2021-11-09
HebeiShuoshengImportandExportco.,Ltd
Product
2-Methylimidazole 693-98-1
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-08

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