1-Bromo-2,4-dimethyl-3-nitrobenzene

Name: 1-Bromo-2,4-dimethyl-3-nitrobenzene
Brand: ChemScene
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CAS No. 39053-43-5
Cat. No. CS-0139916
Purity≥97%
MDL No.MFCD00092653

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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-2,4-dimethyl-3-nitrobenzene|CS-0139916

Structure of 39053-43-5

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Description

1-Bromo-2,4-dimethyl-3-nitrobenzene features a strategically positioned nitro group flanked by two methyl substituents, enhancing electron-withdrawal and directing electrophilic substitution. The bromine atom provides a reactive handle for palladium-catalyzed coupling, enabling efficient access to complex aryl architectures under standard conditions. This bench-stable, moisture-tolerant reagent integrates seamlessly into synthetic workflows requiring regioselective functionalization.

Application

1-Bromo-2,4-dimethyl-3-nitrobenzene serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of substituted biaryl systems via palladium-catalyzed reactions. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the nitro group provides orthogonal functionality for downstream reduction or substitution. Its bench-stable nature and compatibility with diverse functional groups make it suitable for iterative synthesis in medicinal chemistry and materials development.

General Information

CAS No. 39053-43-5
Cat. No. CS-0139916
Purity ≥97%
MDL No. MFCD00092653
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) 1-bromo-2,4-dimethyl-3-nitro-benzene
SMILES O=[N+](C1=C(C)C(Br)=CC=C1C)[O-]

Computational Chemistry Data

TPSA 43.14
LogP 2.97414
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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-P330-P362-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-2,4-dimethyl-3-nitrobenzene

CAS No. 39053-43-5

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