2-(4-Bromophenyl)benzo[d]oxazole

Name: 2-(4-Bromophenyl)benzo[d]oxazole
Brand: ChemScene
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CAS No. 3164-13-4
Cat. No. CS-0039100
Purity≥98%
MDL No.MFCD00168898

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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+
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2-(4-Bromophenyl)benzo[d]oxazole|CS-0039100

Structure of 3164-13-4

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General Information

CAS No. 3164-13-4
Cat. No. CS-0039100
Purity ≥98%
MDL No. MFCD00168898
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₈BrNO
Molecular Weight 274.11
Synonym(s) 2-(4-Bromo-phenyl)-benzooxazole
SMILES C1=CC=C2C(=C1)N=C(C3=CC=C(C=C3)Br)O2

Description

2-(4-Bromophenyl)benzo[d]oxazole features a brominated phenyl group fused to a benzoxazole core, delivering enhanced electron-withdrawing character and structural rigidity. This combination enables efficient incorporation into conjugated systems for organic electronics and pharmaceutical scaffolds. The bromine substituent facilitates downstream cross-coupling reactions under standard conditions.

Application

2-(4-Bromophenyl)benzo[d]oxazole serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent. The benzo[d]oxazole core provides rigidity and metabolic stability, while the aryl bromide facilitates sequential functionalization. This compound exhibits excellent bench stability, simplifies purification, and functions reliably in standard Suzuki, Stille, and Negishi coupling protocols.

Synthesis

Route1
- 586-75-4
- 615-36-1
- ~10%
- In-stock
  
  3164-13-4
References
- Viirre, Russell D.; Evindar, Ghotas; Batey, Robert A. Journal of Organic Chemistry, 2008 , vol. 73, # 9 p. 3452 - 3459
Route2
- In-stock
  
  1122-91-4
- 95-55-6
- ~97%
- In-stock
  
  3164-13-4
References
- Zhao, Shen; Chen, Yang; Song, Yu-Fei Applied Catalysis A: General, 2014 , vol. 475, p. 140 - 146
Route3
- In-stock
  
  586-76-5
- 95-55-6
- ~92%
- In-stock
  
  3164-13-4
References
- Chikhale, Rupesh V.; Pant, Amit M.; Menghani, Sunil S.; Wadibhasme, Pankaj G.; Khedekar, Pramod B. South African Journal of Chemistry, 2013 , vol. 66, p. 254 - 262

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 26.03
LogP 4.2573
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzooxazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Small Molecule Semiconductor Building Blocks (Others)

Key Words

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2-(4-Bromophenyl)benzo[d]oxazole

CAS No. 3164-13-4

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