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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
Molecular Weight:
102.52
MDL Number:
MFCD02179530
MOL File:
16265-04-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:23:34

2-Chloro-1H-imidazole Properties

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)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H315-H318-H335
Precautionary statements  P280-P301+P312+P330-P302+P352-P305+P351+P338+P310
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xn,Xi
Risk Statements  22-37/38-41
Safety Statements  26-36/39
WGK Germany  3
Hazard Note  Irritant
HS Code  2933299090
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
NFPA 704
1
2 0

2-Chloro-1H-imidazole price More Price(68)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 666408 2-Chloro-1H-imidazole 97% 16265-04-6 250mg $113 2026-04-30 Buy
Sigma-Aldrich 666408 2-Chloro-1H-imidazole 97% 16265-04-6 1g $236 2026-04-30 Buy
TCI Chemical C2685 2-Chloro-1H-imidazole >98.0%(GC) 16265-04-6 200mg $73 2021-12-16 Buy
TCI Chemical C2685 2-Chloro-1H-imidazole >98.0%(GC) 16265-04-6 1g $307 2026-04-30 Buy
Apolloscientific OR10411 2-Chloro-1H-imidazole >98% 16265-04-6 250mg $21 2026-06-04 Buy
Product number Packaging Price Buy
666408 250mg $113 Buy
666408 1g $236 Buy
C2685 200mg $73 Buy
C2685 1g $307 Buy
OR10411 250mg $21 Buy

2-Chloro-1H-imidazole Chemical Properties, Uses, 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

1-(DIETHOXYMETHYL)IMIDAZOLE

61278-81-7

2-Chloro-1H-imidazole

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

61278-81-7
16265-04-6
Synthesis of 2-Chloro-1H-imidazole from 1-(Diethoxymethyl)imidazole

2-Chloro-1H-imidazole Preparation Products And Raw materials

Global Suppliers ( 162)
Supplier Tel Email Country ProdList Advantage
Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd 0431-80534353 19917294565 et@chemextension.com China 3904 55
Changzhou Kechem Bio-Scientific Co., LTD. 0519-68985668 13685222090 sales@kechem.cn China 26012 58
Creasyn Finechem(Tianjin) Co., Ltd. 022-83946278 13820372920 sales@creasyn.com China 968 68
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
PharmaBlock Sciences (Nanjing),Inc. 025-86918202 4000255188 sales@pharmablock.com China 5000 55
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Wuhan Chemwish Technology Co., Ltd 86-027-67849912 sales@chemwish.com China 35884 56
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Jia Xing Isenchem Co.,Ltd 0573-85285100 18627885956 isenchem@163.com China 9389 66
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64

View Latest Price from 2-Chloro-1H-imidazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Chloro-1H-imidazole pictures 2023-04-11 2-Chloro-1H-imidazole
16265-04-6
$100.00 25g 99% 1000g Shijiazhuang Gantuo Biotechnology Co., Ltd
2-Chloro-1H-imidazole pictures 2021-08-12 2-Chloro-1H-imidazole
16265-04-6
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
2-Chloro-1H-imidazole pictures 2019-07-06 2-Chloro-1H-imidazole
16265-04-6
$1.00 1KG 99% Career Henan Chemical Co

2-Chloro-1H-imidazole Spectrum

2-CHLORO-1H-IMIDAZOLE 2-Chloro-1H-imidazole 2-Chloro-1H-imidazole 97% 1H-Imidazole,2-chloro- 2-Chloro-1H-imidazole > oroimidazoL 16265-04-6 C3H3ClN2 Building Blocks Heterocyclic Building Blocks Halogenated Heterocycles Imidazoles Imidazol&Benzimidazole blocks Imidazoles