2-Bromo-3-methyl-5-nitroaniline

Name: 2-Bromo-3-methyl-5-nitroaniline
Brand: ChemScene
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CAS No. 631911-97-2
Cat. No. CS-0153245
Purity≥98%
MDL No.MFCD28099606

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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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2-Bromo-3-methyl-5-nitroaniline|CS-0153245

Structure of 631911-97-2

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General Information

CAS No. 631911-97-2
Cat. No. CS-0153245
Purity ≥98%
MDL No. MFCD28099606
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrN₂O₂
Molecular Weight 231.05
Synonym(s) Benzenamine,2-bromo-3-methyl-5-nitro
SMILES CC1=CC(=CC(=C1Br)N)[N+](=O)[O-]

Description

2-Bromo-3-methyl-5-nitroaniline features a bromine atom at the ortho position relative to the amino group, combined with a methyl substituent and a strongly electron-withdrawing nitro group at the meta and para positions, respectively. This electronic profile enables direct coupling in cross-coupling reactions and facilitates incorporation into functionalized aromatic scaffolds under standard conditions. The compound exhibits bench-stable handling characteristics and delivers high reactivity in Pd-catalyzed transformations.

Application

2-Bromo-3-methyl-5-nitroaniline serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization via palladium-catalyzed cross-coupling reactions. Its bromo group facilitates Suzuki, Stille, or Negishi coupling, while the nitro and methyl groups offer orthogonal reactivity for downstream transformations. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for scale-up and multi-step synthesis of heterocyclic scaffolds and active pharmaceutical ingredients.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 69.16
LogP 2.24792
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-3-methyl-5-nitroaniline

CAS No. 631911-97-2

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