3-Bromo-5-chloro-2-methylaniline

Name: 3-Bromo-5-chloro-2-methylaniline
Brand: ChemScene
Availability: InStock
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CAS No. 1166756-72-4
Cat. No. CS-0186784
Molecule weight220.49
Purity≥98%
MDL No.None

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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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3-Bromo-5-chloro-2-methylaniline|CS-0186784

Structure of 1166756-72-4

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General Information

CAS No. 1166756-72-4
Cat. No. CS-0186784
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrClN
Molecular Weight 220.49
Synonym(s) None
SMILES CC1=C(C=C(C=C1N)Cl)Br

Description

3-Bromo-5-chloro-2-methylaniline delivers a strategically functionalized aryl scaffold featuring bromo and chloro substituents at meta positions relative to the amino group, enabling selective cross-coupling reactions. The methyl group enhances electron density at the ortho position, promoting reactivity in palladium-catalyzed transformations. This bench-stable derivative serves as a key intermediate in pharmaceutical and agrochemical synthesis, where precise substitution patterns are essential for downstream diversification.

Application

3-Bromo-5-chloro-2-methylaniline serves as a valuable building block for pharmaceutical and agrochemical synthesis, offering orthogonal halogenation sites for subsequent cross-coupling reactions. The ortho-methyl group enhances regioselectivity in electrophilic substitutions, while the bromo and chloro functionalities enable diverse Pd-catalyzed coupling protocols. Bench-stable and compatible with standard purification methods, it facilitates efficient construction of complex heterocyclic scaffolds and functionalized aromatic systems in medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
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- ~%
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  1166756-72-4
References
- Costales, Abran Q.; Huang, Shenlin; Jin, Jeff (Xianming); Liu, Zuosheng; Pecchi, Sabina; Poon, Daniel; Tellew, John Patent: US2011/52578 A1, 2011 ;

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

Quality Control

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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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3-Bromo-5-chloro-2-methylaniline

CAS No. 1166756-72-4

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