5-Bromo-2-(trifluoromethoxy)benzaldehyde

Name: 5-Bromo-2-(trifluoromethoxy)benzaldehyde
Brand: ChemScene
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CAS No. 923281-52-1
Cat. No. CS-0045085
Purity≥97%
MDL No.MFCD03701029

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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+
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5-Bromo-2-(trifluoromethoxy)benzaldehyde|CS-0045085

Structure of 923281-52-1

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General Information

CAS No. 923281-52-1
Cat. No. CS-0045085
Purity ≥97%
MDL No. MFCD03701029
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrF₃O₂
Molecular Weight 269.02
Synonym(s) 4-Bromo-2-formyl-alpha,alpha,alpha-trifluoroanisole
SMILES O=CC1=CC(Br)=CC=C1OC(F)(F)F

Description

5-Bromo-2-(trifluoromethoxy)benzaldehyde features a trifluoromethoxy group flanked by bromine and aldehyde functionalities, enabling direct incorporation into Suzuki-Miyaura couplings and electrophilic aromatic substitutions. The electron-withdrawing trifluoromethoxy moiety enhances reactivity while maintaining bench-stable handling under standard conditions.

Application

5-Bromo-2-(trifluoromethoxy)benzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of heterocyclic scaffolds via Suzuki-Miyaura and Ullmann coupling reactions. The aldehyde functionality facilitates direct functionalization or condensation processes, while the bromo and trifluoromethoxy groups offer orthogonal reactivity for sequential transformations. Bench-stable and compatible with standard purification protocols, it supports scalable synthesis of bioactive molecules and advanced intermediates.

Synthesis

Route1
- In-stock
  
  4394-85-8
- In-stock
  
  407-14-7
- ~74%
- In-stock
  
  923281-52-1
References
- TAKEDA PHARMACEUTICAL COMPANY LIMITED Patent: WO2007/15588 A1, 2007 ; Location in patent: Page/Page column 83-84 ; WO 2007/015588 A1

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 26.3
LogP 3.1602
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

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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5-Bromo-2-(trifluoromethoxy)benzaldehyde

CAS No. 923281-52-1

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