4-(4-Bromophenyl)oxazole

Name: 4-(4-Bromophenyl)oxazole
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CAS No. 54289-73-5
Cat. No. CS-0436734
Purity≥98%
MDL No.MFCD16658757

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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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Structure of 54289-73-5

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General Information

CAS No. 54289-73-5
Cat. No. CS-0436734
Purity ≥98%
MDL No. MFCD16658757
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO
Molecular Weight 224.05
Synonym(s) 4-(4-bromo-phenyl)-oxazole
SMILES BrC1=CC=C(C2=COC=N2)C=C1

Description

4-(4-Bromophenyl)oxazole is a bench-stable heterocyclic scaffold featuring a brominated phenyl group directly conjugated to an oxazole ring. This configuration enables direct functionalization in cross-coupling reactions and facilitates integration into advanced materials and pharmaceutical intermediates requiring electron-deficient aromatic systems.

Application

4-(4-Bromophenyl)oxazole serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its stable aryl bromide functionality. The oxazole ring provides enhanced metabolic stability and favorable electronic properties, making it suitable for constructing complex heterocyclic scaffolds. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient incorporation into diverse molecular architectures.

Synthesis

Route1
- 16712-16-6
- 99-73-0
- ~44%
- In-stock
  
  54289-73-5
References
- Buerli, Roland W.; Luckhurst, Christopher A.; Aziz, Omar; Matthews, Kim L.; Yates, Dawn; Lyons, Kathy. A.; Beconi, Maria; McAllister, George; Breccia, Perla; Stott, Andrew J.; Penrose, Stephen D.; Wall, Michael; Lamers, Marieke; Leonard, Philip; Mueller, Ilka; Richardson, Christine M.; Jarvis, Rebecca; Stones, Liz; Hughes, Samantha; Wishart, Grant; Haughan, Alan F.; O'Connell, Catherine; Mead, Tania; McNeil, Hannah; Vann, Julie; Mangette, John; Maillard, Michel; Beaumont, Vahri; Munoz-Sanjuan, Ignacio; Dominguez, Celia Journal of Medicinal Chemistry, 2013 , vol. 56, # 24 p. 9934 - 9954
Route2
- In-stock
  
  99-90-1
- 77287-34-4
- ~%
- In-stock
  
  54289-73-5
References
- Terent'ev,P.B.; Lomakina,N.P. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1974 , vol. 10, p. 1294 - 1297 Khimiya Geterotsiklicheskikh Soedinenii, 1974 , vol. 10, p. 1472 - 1476

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 26.03
LogP 3.1041
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Oxazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(4-Bromophenyl)oxazole

CAS No. 54289-73-5

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