1-Bromo-3-methyl-5-nitrobenzene

Name: 1-Bromo-3-methyl-5-nitrobenzene
Brand: ChemScene
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CAS No. 52488-28-5
Cat. No. CS-0153266
Purity≥97%
MDL No.MFCD06659815

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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-3-methyl-5-nitrobenzene|CS-0153266

Structure of 52488-28-5

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Description

1-Bromo-3-methyl-5-nitrobenzene features a strategically positioned bromine atom flanked by a methyl group and a nitro substituent, enabling selective cross-coupling reactions. The electron-deficient aromatic ring enhances reactivity in palladium-catalyzed transformations, while the methyl group provides steric stabilization. This compound serves as a key intermediate in synthesizing functionalized aryl scaffolds for pharmaceutical and agrochemical applications.

Application

1-Bromo-3-methyl-5-nitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity profile. The bromine atom facilitates efficient C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the meta-directing nitro group ensures predictable regioselectivity. Its bench-stable nature and compatibility with diverse functional groups make it ideal for multi-step syntheses of complex heterocyclic scaffolds and targeted API intermediates.

General Information

CAS No. 52488-28-5
Cat. No. CS-0153266
Purity ≥97%
MDL No. MFCD06659815
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) 3-Bromo-5-nitrotoluene
SMILES CC1=CC(=CC(=C1)[N+](=O)[O-])Br

Computational Chemistry Data

TPSA 43.14
LogP 2.66572
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-P305+P351+P338-P330-P362+P364-P403+P233-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-3-methyl-5-nitrobenzene

CAS No. 52488-28-5

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