5-Bromo-6-methyl-1H-benzimidazole

Basic Information

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CAS Number

116106-16-2

Molecular Formula

C8H7BrN2

Molecular Weight

211.06 g/mol

Basic Physical Properties

SMILES

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Cc1cc2c(cc1Br)[nH]cn2

InChI

InChI=1S/C8H7BrN2/c1-5-2-7-8(3-6(5)9)11-4-10-7/h2-4H,1H3,(H,10,11)

InChIKey

ZQHHVSZEBVWTRO-UHFFFAOYSA-N

LogP

2.63382

Topological Polar Surface Area

28.68 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

151

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

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

Synonyms & References

English

5-Bromo-6-methyl-1H-benzo[d]imidazole
5-BROMO-6-METHYL-1H-BENZIMIDAZOLE
5-Brom-6-methyl-1(3)H-benzimidazol
5-bromo-6-methyl-1(3)H-benzimidazole
5-bromo-6-methyl-1H-1,3-benzodiazole
AK118837
AM802995
QC-114
SureCN3050263
1H-BenziMidazole, 6-broMo-5-Methyl-
ZQHHVSZEBVWTRO-UHFFFAOYSA-N
2658AA
ST2406146

MDL Number

MFCD11846340

FAQ

What are the physical and chemical properties of 5-Bromo-6-methyl-1H-benzimidazole (CAS: 116106-16-2)?

5-Bromo-6-methyl-1H-benzimidazole is a white or off-white crystalline solid with a molecular weight of approximately 233.04 g/mol. It has a solubility of 0.012 g/100 mL in water and is soluble in organic solvents like methanol and acetonitrile. The compound demonstrates moderate reactivity, particularly in substitution reactions. It is stable under normal conditions but should be stored in a dry, shaded area away from direct sunlight and moisture.

How is 5-Bromo-6-methyl-1H-benzimidazole (CAS: 116106-16-2) typically synthesized?

5-Bromo-6-methyl-1H-benzimidazole can be synthesized via bromination of 6-methyl-1H-benzimidazole using N-bromosuccinimide (NBS) in the presence of a radical initiator, such as benzoyl peroxide. The reaction is typically conducted in an inert atmosphere to prevent oxidation. The yield is generally around 70-80%, and the product can be purified by recrystallization from ethanol or methanol.

What industries use 5-Bromo-6-methyl-1H-benzimidazole (CAS: 116106-16-2)?

5-Bromo-6-methyl-1H-benzimidazole finds applications in various industries, including pharmaceuticals, where it serves as a starting material for the synthesis of medicinal compounds. It also has uses in the production of sensors and semiconductors due to its electronic properties. Additionally, it is sometimes employed in polymer synthesis for its chemical stability and reactivity.

What precautions should be taken when handling 5-Bromo-6-methyl-1H-benzimidazole (CAS: 116106-16-2)?

Proper handling of 5-Bromo-6-methyl-1H-benzimidazole requires the use of personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. This compound should be stored in a cool, dry, and shaded area away from direct sunlight and moisture. In case of a spill, it should be cleaned up using appropriate PPE and proper waste disposal methods. The Safety Data Sheet (SDS) for this compound should be consulted for detailed handling and emergency procedures.