2-Bromobenzonitrile, CAS No. 2042-37-7

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2042-37-7

Catalog No. EBD15400

CAS 2042-37-7

Name 2-Bromobenzonitrile

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Basic Information

Synonyms: Benzonitrile,o-bromo- o-bromo-benzonitril BROMOBENZONITRILE(2-) OBBN TIMTEC-BBSBB008569 o-Bromobenzonitrile2-Bromobenzonitrile 2-Bromo 2-cyanobromobenzene 2-Brombenzonitril o-bromocyanobenzene 2-Bromobenzonitrile 2-bromo-benzonitril 1-bromo-2-cyanobenzene

Molecular Formula: C7H4BrN

Molecular Weight: 182.02

MDL Number: MFCD00001772

Categories: Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds Synthetic Chemistry > Organic Building Blocks > Cyano Compounds

Product Description:

2-Bromobenzonitrile is an aromatic organic compound featuring a bromine atom at the ortho position relative to a cyano group on a benzene ring. It appears as a white to light yellow crystalline solid with a molecular weight of 182.01 g/mol. This compound serves as a fundamental building block in organic synthesis, particularly valued for its dual functionality: the bromine atom enables cross-coupling reactions (e.g., Suzuki, Heck, or Buchwald-Hartwig), while the nitrile group can be further transformed into carboxylic acids, amines, or heterocycles. In pharmaceutical research, 2-Bromobenzonitrile is widely employed as a key intermediate for constructing small-molecule drug candidates, including kinase inhibitors and central nervous system agents. Its ortho-substituted pattern is crucial for achieving specific molecular geometries in drug design. Additionally, it is utilized in the synthesis of agrochemicals and functional materials, such as liquid crystals or organic semiconductors, where the bromo-cyano motif facilitates further derivatization. The compound is stable under normal conditions but should be handled with care due to potential toxicity. It is commercially available in bulk quantities and is a standard reagent in medicinal chemistry and materials science laboratories.

Physical Properties

Melting Point: 53-57 °C(lit.)

Boiling Point: 251-253 °C(lit.)

Flash Point: 110 °C

Density: 1.496

Analytical Data

Appearance: white to light yellow crystal powder