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4-Bromophenylacetic acid (C₈H₇BrO₂) is an organic compound featuring a benzene ring with a bromine atom at the para position (4-Bromo) and an acetic acid group (-CH₂COOH) attached. It appears as a white to off-white crystalline solid.
Its primary use is as a versatile synthetic intermediate or building block in organic chemistry. The reactive bromine atom enables coupling reactions (like Suzuki reactions) to form new carbon bonds, while the carboxylic acid group allows for further derivatization. It's commonly employed in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. Handle with care as it is corrosive and irritating.
4-Bromophenylacetic acid is an organic compound with the chemical formula C₈H₇BrO₂. Its structure consists of:
Phenyl ring: A benzene ring.
4-Bromo substituent: A bromine atom attached to the para position (opposite side) of the ring.
Acetic acid group: A -CH₂COOH group attached directly to the benzene ring.
Key Characteristics:
Appearance: Typically a white to off-white crystalline solid.
Molecular Weight: 215.05 g/mol.
CAS Number: 1878-68-8.
Melting Point: ~115-118 °C.
Acidity: Behaves as a typical carboxylic acid (can form salts, esters, amides).
Primary Uses (Building Block):
It serves as a versatile synthetic intermediate in organic chemistry, particularly for:
Pharmaceuticals: Synthesis of drug candidates (e.g., some anti-inflammatory agents).
Agrochemicals: Production of pesticides or herbicides.
Liquid Crystals & Materials Science: Building block for more complex molecules.
Coupling Reactions: The bromine atom readily participates in reactions like Suzuki-Miyaura coupling to form new carbon-carbon bonds, attaching other aryl/heteroaryl groups.
Derivatization: The carboxylic acid group can be easily modified (e.g., to esters, amides, or reduced).
Safety: It is generally classified as corrosive and an irritant (skin, eyes, respiratory system). Proper handling (gloves, goggles, fume hood) is essential.
In short: It's a brominated aromatic carboxylic acid used mainly as a starting material or intermediate for synthesizing more complex molecules in research and industry.
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