2-bromo-1-[4-(trifluoromethyl)phenyl]ethan-1-one

Name: 2-bromo-1-[4-(trifluoromethyl)phenyl]ethan-1-one
Brand: ChemScene
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CAS No. 383-53-9
Cat. No. CS-W004111
Purity≥98%
MDL No.MFCD00126489

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-bromo-1-[4-(trifluoromethyl)phenyl]ethan-1-one|CS-W004111

Structure of 383-53-9

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Description

This bromoketone features a trifluoromethyl-substituted phenyl ring paired with a reactive α-bromo carbonyl moiety, enabling direct incorporation into cross-coupling and functionalization sequences. The electron-withdrawing trifluoromethyl group enhances electrophilicity at the carbonyl carbon, while the pendant bromide facilitates palladium-mediated transformations. Bench-stable under standard conditions, it serves as a key building block for complex aryl ketone derivatives in medicinal chemistry and materials science.

Application

2-Bromo-1-[4-(trifluoromethyl)phenyl]ethan-1-one serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized aryl ketones and heterocyclic scaffolds. Its bromo substituent facilitates palladium-catalyzed cross-coupling reactions, while the trifluoromethyl group imparts enhanced metabolic stability and lipophilicity—key attributes in medicinal chemistry. The compound exhibits good bench stability and is amenable to standard purification techniques, making it well-suited for iterative synthesis workflows.

General Information

CAS No. 383-53-9
Cat. No. CS-W004111
Purity ≥98%
MDL No. MFCD00126489
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrF₃O
Molecular Weight 267.04
Synonym(s) ethyl chloro(difluoro)acetate
SMILES BrCC(=O)c1ccc(cc1)C(F)(F)F

Computational Chemistry Data

TPSA 17.07
LogP 3.283
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 2

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-bromo-1-[4-(trifluoromethyl)phenyl]ethan-1-one

CAS No. 383-53-9

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