4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

Name: 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene
Brand: ChemScene
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CAS No. 461432-23-5
Cat. No. CS-B0023
Purity≥97%
MDL No.MFCD11042292

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4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene|CS-B0023

Structure of 461432-23-5

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General Information

CAS No. 461432-23-5
Cat. No. CS-B0023
Purity ≥97%
MDL No. MFCD11042292
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₄BrClO
Molecular Weight 325.63
Synonym(s) benzene, 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]-
SMILES ClC1=CC=C(Br)C=C1CC(C=C2)=CC=C2OCC

Description

4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene features a strategically positioned bromo and chloro substituent flanking a 4-ethoxybenzyl side chain, enabling selective cross-coupling reactions. The electron-donating ethoxy group enhances solubility and stabilizes reactive intermediates under standard conditions. This aryl halide serves as a robust building block for complex molecular architectures in medicinal chemistry and materials science.

Application

4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene serves as a versatile building block for Suzuki and Stille coupling reactions, enabling efficient construction of biaryl scaffolds under standard catalytic conditions. The presence of bromo and chloro groups provides orthogonal reactivity for sequential functionalization, while the 4-ethoxybenzyl moiety offers enhanced solubility and stability during synthesis. This compound facilitates access to complex aromatic architectures commonly found in pharmaceutical intermediates.

Synthesis

Route1
- 461432-22-4
- ~95%
- In-stock
  
  461432-23-5
References
- WO2010/22313 A2, ; Page/Page column 35-37 ; WO 2010/022313 A2
Route2
- 461432-22-4
- 107-06-2
- ~%
- In-stock
  
  461432-23-5
References
- US2002/137903 A1, ; US 20020137903 A1 US6515117 B2, ;
Route3
- In-stock
  
  103-73-1
- ~%
- In-stock
  
  461432-23-5
References
- Bioorganic and Medicinal Chemistry, , vol. 21, # 21 p. 6282 - 6291

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 9.23
LogP 5.092
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Ether

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

CAS No. 461432-23-5

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