1-Bromo-2-methyl-4-(trifluoromethyl)benzene

Name: 1-Bromo-2-methyl-4-(trifluoromethyl)benzene
Brand: ChemScene
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CAS No. 929000-62-4
Cat. No. CS-0153204
Purity≥95%
MDL No.MFCD09258773

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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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1-Bromo-2-methyl-4-(trifluoromethyl)benzene|CS-0153204

Structure of 929000-62-4

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General Information

CAS No. 929000-62-4
Cat. No. CS-0153204
Purity ≥95%
MDL No. MFCD09258773
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrF₃
Molecular Weight 239.03
Synonym(s) 1-Bromo-2-methyl-4-(trifluoromethyl)benzene, 2-bromo-5-trifluoromethyltoluene
SMILES CC1=CC(=CC=C1Br)C(F)(F)F

Description

1-Bromo-2-methyl-4-(trifluoromethyl)benzene features a bromine atom positioned ortho to a methyl group and para to a trifluoromethyl substituent, creating a uniquely electron-deficient aromatic scaffold. This configuration enables efficient coupling in palladium-catalyzed cross-coupling reactions, offering high reactivity with minimal side-product formation under standard conditions. The molecule exhibits excellent bench stability and moisture tolerance, simplifying handling in synthetic workflows.

Application

1-Bromo-2-methyl-4-(trifluoromethyl)benzene serves as a versatile building block in cross-coupling chemistry, enabling efficient access to substituted biaryls via palladium-catalyzed reactions. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the trifluoromethyl and methyl substituents provide enhanced metabolic stability and modulated electronic properties. Bench-stable and compatible with standard purification protocols, it facilitates streamlined synthesis of advanced pharmaceutical intermediates and functional materials.

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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Computational Chemistry Data

TPSA 0
LogP 3.77632
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-2-methyl-4-(trifluoromethyl)benzene

CAS No. 929000-62-4

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