1-Bromo-3-iodo-5-(trifluoromethyl)benzene

Name: 1-Bromo-3-iodo-5-(trifluoromethyl)benzene
Brand: ChemScene
Availability: InStock
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CAS No. 481075-59-6
Cat. No. CS-0040984
Molecule weight350.90
Purity≥98%
MDL No.MFCD09033749

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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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1-Bromo-3-iodo-5-(trifluoromethyl)benzene|CS-0040984

Structure of 481075-59-6

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General Information

CAS No. 481075-59-6
Cat. No. CS-0040984
Purity ≥98%
MDL No. MFCD09033749
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrF₃I
Molecular Weight 350.90
Synonym(s) 3-Bromo-5-iodobenzotrifluoride
SMILES FC(C1=CC(I)=CC(Br)=C1)(F)F

Description

1-Bromo-3-iodo-5-(trifluoromethyl)benzene features a trifluoromethyl group that imparts strong electron-withdrawing character, while the bromo and iodo substituents enable sequential cross-coupling reactions. This ortho-disubstituted aromatic scaffold offers high reactivity in palladium-catalyzed transformations and exhibits bench-stable handling under inert conditions.

Application

1-Bromo-3-iodo-5-(trifluoromethyl)benzene serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient access to functionalized biaryl scaffolds. The orthogonal reactivity of bromo and iodo groups facilitates sequential coupling under mild conditions, while the trifluoromethyl group imparts enhanced metabolic stability and lipophilicity—key attributes in medicinal chemistry. Bench-stable and readily purified by column chromatography, it functions reliably in standard Suzuki, Stille, and Negishi transformations.

Synthesis

Route1
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  481075-58-5
- ~%
- In-stock
  
  481075-59-6
References
- Marzi, Elena; Spitaleri, Andrea; Mongin, Florence; Schlosser, Manfred European Journal of Organic Chemistry, 2002 , # 15 p. 2508 - 2517
Route2
- In-stock
  
  401-78-5
- ~%
- In-stock
  
  481075-59-6
References
- Marzi, Elena; Spitaleri, Andrea; Mongin, Florence; Schlosser, Manfred European Journal of Organic Chemistry, 2002 , # 15 p. 2508 - 2517

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

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 4.0725
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-3-iodo-5-(trifluoromethyl)benzene

CAS No. 481075-59-6

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