3-Bromo-2,4-lutidine

Name: 3-Bromo-2,4-lutidine
Brand: ChemScene
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CAS No. 27063-93-0
Cat. No. CS-0005492
Purity≥96%
MDL No.MFCD09842453

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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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Structure of 27063-93-0

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General Information

CAS No. 27063-93-0
Cat. No. CS-0005492
Purity ≥96%
MDL No. MFCD09842453
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrN
Molecular Weight 186.05
Synonym(s) 3-Bromo-2,4-dimethylpyridine
SMILES CC1=NC=CC(C)=C1Br

Description

3-Bromo-2,4-lutidine features a bromine substituent at the 3-position of the lutidine core, delivering a regioselective handle for cross-coupling reactions. The electron-rich aromatic system enhances reactivity in palladium-catalyzed transformations, while the methyl groups provide steric guidance and stability under standard conditions. This compound serves as a key intermediate in the synthesis of functionalized heterocycles.

Application

3-Bromo-2,4-lutidine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its ortho-brominated pyridine framework. The methyl groups at positions 2 and 4 provide steric and electronic modulation, enhancing regioselectivity in C–H functionalization and Suzuki-Miyaura coupling. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in API development.

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 12.89
LogP 2.46094
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-2,4-lutidine

CAS No. 27063-93-0

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