4-Bromo-5-chloro-2-methylaniline

Name: 4-Bromo-5-chloro-2-methylaniline
Brand: ChemScene
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CAS No. 30273-47-3
Cat. No. CS-W022107
Purity≥96%
MDL No.MFCD07782182

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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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4-Bromo-5-chloro-2-methylaniline|CS-W022107

Structure of 30273-47-3

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General Information

CAS No. 30273-47-3
Cat. No. CS-W022107
Purity ≥96%
MDL No. MFCD07782182
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrClN
Molecular Weight 220.49
Synonym(s) Benzenamine, 4-bromo-5-chloro-2-methyl-
SMILES BrC1=CC(=C(N)C=C1Cl)C

Description

4-Bromo-5-chloro-2-methylaniline features a trifunctional aromatic core with bromo, chloro, and methyl groups positioned for orthogonal reactivity. This electron-deficient aniline derivative enables selective coupling in cross-coupling protocols and serves as a key intermediate in the synthesis of bioactive heterocycles and functional materials under standard conditions.

Application

4-Bromo-5-chloro-2-methylaniline serves as a valuable building block for the synthesis of heterocyclic scaffolds and functionalized aromatic compounds. Its ortho-substituted aryl amine functionality enables efficient coupling reactions, while the bromo and chloro groups provide orthogonal handles for further diversification via palladium-catalyzed cross-coupling. The methyl group enhances solubility and modulates electronic properties, contributing to favorable reactivity in standard synthetic workflows.

Synthesis

Route1
- 95-79-4
- ~38%
- In-stock
  
  30273-47-3
References
- Bayer Schering Pharma Aktiengesellschaft Patent: US2010/105673 A1, 2010 ; Location in patent: Page/Page column 12 ; US 20100105673 A1

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 26.02
LogP 2.99312
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-5-chloro-2-methylaniline

CAS No. 30273-47-3

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