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Sigma-Aldrich

2-Bromo-4,5-dichloroimidazole

96%

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About This Item

Empirical Formula (Hill Notation):
C3HBrCl2N2
CAS Number:
16076-27-0
Molecular Weight:
215.86
MDL number:
MFCD00067894
UNSPSC Code:
12352100
PubChem Substance ID:
24879054
NACRES:
NA.22

assay

96%

mp

223 °C (dec.) (lit.)

SMILES string

Clc1nc(Br)[nH]c1Cl

InChI

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

InChI key

SULQOTGFPPFUMG-UHFFFAOYSA-N

General description

2-Bromo-4,5-dichloroimidazole is a halogenated imidazole derivative that can be prepared via bromination of 4,5-dichloroimidazole using bromine.

Application

2-Bromo-4,5-dichloroimidazole may be used in the synthesis of 1-methoxymethyl-2-bromo-4,5-dichloroimidazole, which shows potent insecticidal activity. It may also be used to synthesize 2-substituted 4,5-dichloroimidazoles, via a novel approach that avoids the need for N-protection.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis of some dihydroxyphenyl 4, 5-dichloroimidazol-2-yl ketones: compounds related to pyoluteorin.
Dirlam JP, et al.
The Journal of Organic Chemistry, 47(11), 2196-2199 (1982)
Insecticidal Activity of Novel Trihaloimidazole Derivatives against a Wild Colony of German Cockroaches (Blattella germanicd).
Tomioka H, et al.
Agricultural and Biological Chemistry, 55(6), 1601-1606 (1991)

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