5-Bromo-2-methyl-3-nitroaniline

Name: 5-Bromo-2-methyl-3-nitroaniline
Brand: ChemScene
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CAS No. 864550-40-3
Cat. No. CS-W003428
Purity≥97%
MDL No.MFCD07781362

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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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5-Bromo-2-methyl-3-nitroaniline|CS-W003428

Structure of 864550-40-3

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General Information

CAS No. 864550-40-3
Cat. No. CS-W003428
Purity ≥97%
MDL No. MFCD07781362
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrN₂O₂
Molecular Weight 231.05
Synonym(s) 2-AMINO-4-BROMO-6-NITROTOLUENE
SMILES Brc1cc(N)c(c(c1)[N+](=O)[O-])C

Description

5-Bromo-2-methyl-3-nitroaniline delivers a trifunctional scaffold featuring a bromine atom, methyl group, and nitro moiety positioned for orthogonal reactivity. This electron-deficient aniline derivative enables direct coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of functionalized heterocycles and bioactive compounds under standard conditions.

Application

5-Bromo-2-methyl-3-nitroaniline serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling efficient construction of substituted heterocycles via coupling reactions. Its bromo and nitro groups provide orthogonal reactivity for Pd-catalyzed cross-couplings and selective reductions, while the methyl group enhances regiocontrol. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process 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 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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5-Bromo-2-methyl-3-nitroaniline

CAS No. 864550-40-3

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