2-Bromo-4-(trifluoromethyl)benzaldehyde

Name: 2-Bromo-4-(trifluoromethyl)benzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 85118-24-7
Cat. No. CS-W005029
Purity≥95%
MDL No.MFCD09835101

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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+
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2-Bromo-4-(trifluoromethyl)benzaldehyde|CS-W005029

Structure of 85118-24-7

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General Information

CAS No. 85118-24-7
Cat. No. CS-W005029
Purity ≥95%
MDL No. MFCD09835101
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrF₃O
Molecular Weight 253.02
Synonym(s) 3-Bromo-4-formylbenzotrifluoride
SMILES C1=C(C(=CC=C1C(F)(F)F)C=O)Br

Description

2-Bromo-4-(trifluoromethyl)benzaldehyde features a bromine atom at the ortho position and a trifluoromethyl group at the para position relative to the aldehyde functional group. This electron-deficient aromatic scaffold enables efficient coupling in cross-coupling reactions, particularly in Suzuki-Miyaura and Negishi transformations. The molecule exhibits enhanced stability under standard bench conditions and demonstrates compatibility with diverse reaction environments.

Application

2-Bromo-4-(trifluoromethyl)benzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromo and aldehyde functionalities. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the aldehyde facilitates imine formation and reductive amination. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for synthesizing functionalized heterocycles and advanced intermediates.

Synthesis

Route1
- 68-12-2
- In-stock
  
  481075-58-5
- ~%
- In-stock
  
  85118-24-7
References
- Journal of Organic Chemistry, , vol. 74, # 11 p. 4236 - 4241
Route2
- 657-64-7
- ~%
- In-stock
  
  85118-24-7
References
- US5206257 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H319-H411
Precautionary Statements : P264-P273-P280-P305+P351+P338-P337+P313-P391-P501

Quality Control

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Computational Chemistry Data

TPSA 17.07
LogP 3.2804
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-(trifluoromethyl)benzaldehyde

CAS No. 85118-24-7

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