2-Bromo-4,5-dichloro-1H-imidazole

Basic Information

View in Editor

CAS Number

16076-27-0

Molecular Formula

C3HBrCl2N2

Molecular Weight

215.87 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Water Treatment Chemicals Disinfectants Chlorine Compounds

Basic Physical Properties

Melting Point

223 °C (dec.)

Boiling Point

350.8±45.0 °C at 760 mmHg

Density

2.1±0.1 g/cm3

Flash Point

166.0±28.7 °C

Refractive Index

1.636

Vapor Pressure

0.0±0.8 mmHg at 25°C

SMILES

View in Editor

C1(=C(N=C(N1)Br)Cl)Cl

InChI

InChI=1S/C3HBrCl2N2/c4-3-7-1(5)2(6)8-3/h(H,7,8)

InChIKey

SULQOTGFPPFUMG-UHFFFAOYSA-N

LogP

2.479

Topological Polar Surface Area

28.68 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

91.4

Safety Information

View Safety Information

Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

NSC-226574
PS-5053
1H-Imidazole, 2-bromo-4,5-dichloro-
CHEMBL360417
2-Bromo-4,5-dichloro-1H-imidazole
W4VL672K4J
2-Bromo-4,5-dichloroimidazole
AKOS015901718
NSC226574
W-205866
FT-0611427
DTXSID80166976
5-23-04-00463 (Beilstein Handbook Reference)
A3559
1H-Imidazole,5-dichloro-
16076-27-0
Imidazole, 2-bromo-4,5-dichloro-
NSC 226574
2-Bromo-4,5-dichloroimidazole, 96%
2-bromo-4,5-dichloro-imidazole
Imidazole,5-dichloro-
4,5-dichloro-1h-imidazole-2-carboxylic acid ethyl ester
SCHEMBL189428
UNII-W4VL672K4J
MFCD00067894
BRN 0606732
H10507
1H-Imidazole,2-bromo-4,5-dichloro
2-Brom-4,5-dichlorimidazol
Imidazole,2-bromo-4,5-dichloro
Imidazole,5-dichloro

MDL Number

MFCD00067894

Customs Code

2933290090

FAQ

What are the physical and chemical properties of 2-Bromo-4,5-dichloro-1H-imidazole (CAS: 16076-27-0)?

2-Bromo-4,5-dichloro-1H-imidazole is a white or off-white crystalline solid with a molecular weight of approximately 233.02 g/mol. It is poorly soluble in water but soluble in common organic solvents like DMSO and DMF. Chemically, it is highly reactive towards nucleophiles, making it useful in various synthetic reactions. Its physical properties include a melting point around 260°C and a density of about 1.5 g/cm³.

How is 2-Bromo-4,5-dichloro-1H-imidazole (CAS: 16076-27-0) typically synthesized?

2-Bromo-4,5-dichloro-1H-imidazole can be synthesized by the reaction of 4,5-dichloro-1H-imidazole with N-bromosuccinimide (NBS) in the presence of a radical initiator like benzoyl peroxide. This method provides good yield and selectivity, making it a common route for its production. The reaction typically occurs under UV light or other suitable photoreduction conditions.

What industries use 2-Bromo-4,5-dichloro-1H-imidazole (CAS: 16076-27-0)?

2-Bromo-4,5-dichloro-1H-imidazole is used in various industries, including pharmaceuticals for its antimicrobial properties, where it can be incorporated into drug formulations. It is also used in the synthesis of polymers and as a precursor in the development of sensors and semiconductors. Its versatility in chemical reactions makes it a valuable compound in both academic and industrial research settings.

What precautions should be taken when handling 2-Bromo-4,5-dichloro-1H-imidazole (CAS: 16076-27-0)?

Handling 2-Bromo-4,5-dichloro-1H-imidazole requires safety precautions due to its reactivity and potential for skin and respiratory irritation. Wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood to avoid inhalation. Store in a cool, dry place away from heat and direct sunlight. In case of spill, clean up using appropriate absorbent materials and dispose of waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed information.