1-(4-Bromo-3-nitrophenyl)ethanone

Name: 1-(4-Bromo-3-nitrophenyl)ethanone
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CAS No. 18640-58-9
Cat. No. CS-W012747
Purity≥98%
MDL No.MFCD00016985

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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1-(4-Bromo-3-nitrophenyl)ethanone|CS-W012747

Structure of 18640-58-9

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General Information

CAS No. 18640-58-9
Cat. No. CS-W012747
Purity ≥98%
MDL No. MFCD00016985
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrNO₃
Molecular Weight 244.04
Synonym(s) 4-Bromo-3-nitroacetophenone
SMILES CC(=O)C1=CC(=C(Br)C=C1)[N+]([O-])=O

Description

1-(4-Bromo-3-nitrophenyl)ethanone features a brominated aromatic ring paired with dual electron-withdrawing nitro and ketone functionalities, enabling direct incorporation into cross-coupling reactions. This bench-stable acylating agent facilitates efficient synthesis of complex aryl ketones under standard conditions.

Application

1-(4-Bromo-3-nitrophenyl)ethanone serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient construction of substituted aromatic scaffolds. Its bromo and nitro groups provide orthogonal handles for palladium-catalyzed cross-coupling and selective reduction, respectively. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic campaigns in API development and target-oriented synthesis.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Computational Chemistry Data

TPSA 60.21
LogP 2.5599
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(4-Bromo-3-nitrophenyl)ethanone

CAS No. 18640-58-9

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