2-Bromo-4-fluoro-N-methylbenzamide

Name: 2-Bromo-4-fluoro-N-methylbenzamide
Brand: ChemScene
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CAS No. 923138-87-8
Cat. No. CS-0061779
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-4-fluoro-N-methylbenzamide|CS-0061779

Structure of 923138-87-8

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General Information

CAS No. 923138-87-8
Cat. No. CS-0061779
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrFNO
Molecular Weight 232.05
Synonym(s) N-methyl-2-bromo-4-fluorobenzamide
SMILES CNC(C1=C(Br)C=C(F)C=C1)=O

Description

2-Bromo-4-fluoro-N-methylbenzamide is a fluorinated aromatic amide featuring bromo and fluoro substituents at the para and meta positions relative to the amide group. This electron-deficient scaffold enables direct incorporation into cross-coupling reactions and serves as a key building block for bioactive heterocycles in medicinal chemistry. The N-methyl group enhances metabolic stability and modulates lipophilicity.

Application

2-Bromo-4-fluoro-N-methylbenzamide serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the fluoro substituent enhances metabolic stability and modulates electronic properties. Its N-methyl amide functionality provides favorable solubility and compatibility with diverse synthetic transformations. The compound exhibits good bench stability and is readily purified by crystallization or flash chromatography, making it well-suited for iterative synthesis workflows.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 29.1
LogP 1.9478
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amide

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-fluoro-N-methylbenzamide

CAS No. 923138-87-8

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