3-Bromo-4-chloroaniline

Name: 3-Bromo-4-chloroaniline
Brand: ChemScene
Availability: InStock
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CAS No. 823-54-1
Cat. No. CS-W015301
Purity≥97%
MDL No.MFCD00173905

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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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Structure of 823-54-1

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General Information

CAS No. 823-54-1
Cat. No. CS-W015301
Purity ≥97%
MDL No. MFCD00173905
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClN
Molecular Weight 206.47
Synonym(s) benzenamine, 3-bromo-4-chloro; 3-Bromo-4-chloroaniline
SMILES NC1=CC=C(Cl)C(Br)=C1

Description

3-Bromo-4-chloroaniline delivers a dual halogenated aromatic scaffold with orthogonal reactivity, enabling selective cross-coupling and functionalization in medicinal chemistry. The para-chloro group enhances electrophilic character, while the meta-bromo moiety facilitates palladium-catalyzed transformations. This electron-deficient aniline derivative exhibits excellent stability under standard conditions and integrates seamlessly into complex molecular architectures.

Application

3-Bromo-4-chloroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of halogenated aromatic motifs into target molecules. Its dual halogen functionality offers orthogonal reactivity for palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and heterocyclic scaffolds. The compound exhibits excellent bench stability, ease of purification, and compatibility with standard functional group transformations, making it a reliable intermediate in multi-step synthetic sequences.

Synthesis

Route1
- In-stock
  
  16588-26-4
- ~99%
- In-stock
  
  823-54-1
References
- WO2005/103010 A2, ; Page/Page column 37-38 ; WO 2005/103010 A2
Route2
- 591-19-5
- ~%
- In-stock
  
  823-54-1
- In-stock
  
  615-55-4
- In-stock
  
  608-22-0
References
- Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, , vol. 38, # 10 p. 877 - 884
Route3
- 107986-35-6
- ~4%
- In-stock
  
  3958-82-5
- In-stock
  
  16750-67-7
- In-stock
  
  823-54-1
- 591-19-5
References
- Journal of Organic Chemistry, , vol. 52, # 10 p. 2002 - 2010

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H302-H311-H312-H332
Precautionary Statements : P264-P270-P330-P405-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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3-Bromo-4-chloroaniline

CAS No. 823-54-1

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