4-Bromo-3-chloroaniline

Name: 4-Bromo-3-chloroaniline
Brand: ChemScene
Availability: InStock
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CAS No. 21402-26-6
Cat. No. CS-W007688
Purity≥98%
MDL No.MFCD00041311

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 21402-26-6

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General Information

CAS No. 21402-26-6
Cat. No. CS-W007688
Purity ≥98%
MDL No. MFCD00041311
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClN
Molecular Weight 206.47
Synonym(s) 3-chloro-4-bromoaniline
SMILES C1=C(N)C=CC(=C1Cl)Br

Description

4-Bromo-3-chloroaniline features a dual halogenated aromatic scaffold with distinct electronic and steric properties. The para-bromo and meta-chloro substituents enable selective coupling in cross-coupling reactions, while the aniline nitrogen facilitates direct functionalization. This compound serves as a key building block in pharmaceutical intermediates and advanced materials synthesis under standard conditions.

Application

4-Bromo-3-chloroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of halogenated aromatic functionality. Its ortho-halogenated aniline scaffold facilitates palladium-catalyzed cross-coupling reactions and provides predictable regiochemistry for downstream functionalization. The compound exhibits good bench stability and compatibility with standard purification methods, making it suitable for high-throughput screening and process-scale applications.

Synthesis

Route1
- In-stock
  
  29682-39-1
- ~%
- In-stock
  
  21402-26-6
References
- Journal of the American Chemical Society, , vol. 77, p. 543,546
Route2
- 108-42-9
- ~60%
- In-stock
  
  21402-26-6
References
- Chakradhar; Roopa; Rajanna; Saiprakash Synthetic Communications, 2009 , vol. 39, # 10 p. 1817 - 1824
Route3
- 108-42-9
- ~92%
- In-stock
  
  21402-26-6
- In-stock
  
  823-57-4
References
- Synthesis, , # 8 art. no. P12608SS, p. 1305 - 1308

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H411
Precautionary Statements : P264-P270-P273-P301+P310-P330-P391-P501

Quality Control

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Computational Chemistry Data

TPSA 26.02
LogP 2.6847
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

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4-Bromo-3-chloroaniline

CAS No. 21402-26-6

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