2-Chloro-1H-imidazole
- Product Name
- 2-Chloro-1H-imidazole
- CAS No.
- 16265-04-6
- Chemical Name
- 2-Chloro-1H-imidazole
- Synonyms
- oroimidazoL;2-CHLORO-1H-IMIDAZOLE;1H-Imidazole,2-chloro-;2-Chloro-1H-imidazole >2-Chloro-1H-imidazole 97%;2-Chloro-1H-imidazole
- CBNumber
- CB1263569
- Molecular Formula
- C3H3ClN2
- Formula Weight
- 102.52
- MOL File
- 16265-04-6.mol
2-Chloro-1H-imidazole Property
- Melting point:
- 165-170 °C
- Boiling point:
- 252.7±23.0 °C(Predicted)
- Density
- 1.405±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 11.23±0.10(Predicted)
- form
- powder to crystal
- color
- White to Almost white
- InChI
- InChI=1S/C3H3ClN2/c4-3-5-1-2-6-3/h1-2H,(H,5,6)
- InChIKey
- OCVXSFKKWXMYPF-UHFFFAOYSA-N
- SMILES
- C1(Cl)NC=CN=1
- CAS DataBase Reference
- 16265-04-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 22-37/38-41
- Safety Statements
- 26-36/39
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 2933299090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 666408
- Product name
- 2-Chloro-1H-imidazole
- Purity
- 97%
- Packaging
- 250mg
- Price
- $53
- Updated
- 2025/07/31
- Product number
- 666408
- Product name
- 2-Chloro-1H-imidazole
- Purity
- 97%
- Packaging
- 1g
- Price
- $111
- Updated
- 2025/07/31
- Product number
- C2685
- Product name
- 2-Chloro-1H-imidazole
- Purity
- >98.0%(GC)
- Packaging
- 200mg
- Price
- $73
- Updated
- 2021/12/16
- Product number
- C2685
- Product name
- 2-Chloro-1H-imidazole
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $285
- Updated
- 2025/07/31
- Product number
- B423825
- Product name
- 2-chloro-1H-imidazole
- Packaging
- 500mg
- Price
- $220
- Updated
- 2021/12/16
2-Chloro-1H-imidazole Chemical Properties,Usage,Production
Chemical Properties
2-Chloro-1H-imidazole is an imidazole compound with the appearance of white to off-white powder to crystal, molecular weight 102.52, melting point 166.0 ~ 170.0 °C, it is sensitive to heat, and is usually stored at 2-8°C. It can be used as an antimicrobial agent in the manufacture of imidazoles.
Uses
2-Chloro-1H-imidazole can be used as an organic reaction reagent for the study of halogenated imidazoles. It is mainly used for chemical and laboratory research use.
Uses
2-Chloroimidazole is used in pharmaceuticals, drug candidates, ligands for transition metal catalysts and other molecular functional materials.
Definition
ChEBI: An imidazole compound having a chloro substituent at the 2-position.
Synthesis Reference(s)
The Journal of Organic Chemistry, 63, p. 12, 1998 DOI: 10.1021/jo970355+
Synthesis
61278-81-7
16265-04-6
The general procedure for the synthesis of 2-chloroimidazole from 1-(diethoxymethyl)imidazole is as follows: with reference to Example 9, 2-chloroimidazole was prepared as follows: N-(diethoxymethyl)imidazole (50.0 g) was dissolved in tetrahydrofuran (200 ml), and a n-hexane solution of 2.6 M n-butyllithium (120 ml) was added slowly and dropwise to this solution. The addition of tetrahydrofuran solution (100 ml) of hexachloroethane (73.9 g) was continued dropwise at -35°C. The reaction mixture was kept at the same temperature for 5 min, then warmed up to -20°C and 6N hydrochloric acid (100 ml) was added, after which it was restored to room temperature and left to stand for 5 min. The aqueous layer was separated and the organic layer was extracted with 1N hydrochloric acid, the extract was combined with the aqueous layer and washed with ether. This was followed by neutralization with 6N aqueous sodium hydroxide and extraction with ethyl acetate. The organic layer was separated, dried with anhydrous magnesium sulfate and the solvent was removed by distillation to give the crude product. The crude product was ground with dichloromethane to give finally 2-chloroimidazole (26.0 g, yield: 85.0%) as a light brown solid.1H-NMR (CDCl3) δ (ppm): 10.64 (1H, bs), 7.05 (1H, s).
References
[1] Patent: EP1553088, 2005, A1. Location in patent: Page/Page column 52
2-Chloro-1H-imidazole Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-Chloro-1H-imidazole manufacturers
- Product
- 2-Chloro-1H-imidazole 16265-04-6
- Price
- US $100.00/g
- Min. Order
- 25g
- Purity
- 99%
- Supply Ability
- 1000g
- Release date
- 2023-03-09
- Product
- 2-Chloro-1H-imidazole 16265-04-6
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11
- Product
- 2-Chloro-1H-imidazole 16265-04-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2019-07-03