4-Bromo-2-phenyloxazole

Name: 4-Bromo-2-phenyloxazole
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CAS No. 861440-59-7
Cat. No. CS-0156384
Molecule weight224.05
Purity≥98%
MDL No.MFCD12828098

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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General Information

CAS No. 861440-59-7
Cat. No. CS-0156384
Purity ≥98%
MDL No. MFCD12828098
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO
Molecular Weight 224.05
Synonym(s) 4-BroMo-2-phenyl-oxazole
SMILES C1=CC=C(C=C1)C2=NC(=CO2)Br

Description

4-Bromo-2-phenyloxazole is a bench-stable heterocyclic building block featuring a bromine atom at the 4-position and a phenyl group at the 2-position, enabling direct functionalization in cross-coupling reactions. This oxazole scaffold delivers enhanced stability and predictable reactivity in synthetic workflows involving palladium-catalyzed transformations.

Application

4-Bromo-2-phenyloxazole serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and substituted oxazole scaffolds. Its bromine substituent provides high reactivity in standard Suzuki, Stille, and Negishi transformations, while the phenyl group enhances stability and facilitates purification. The oxazole core offers excellent functional group tolerance and bench stability, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  92629-11-3
- ~78%
- In-stock
  
  861440-59-7
References
- Haemmerle, Johanna; Spina, Markus; Schnuerch, Michael; Mihovilovic, Marko D.; Stanetty, Peter Synthesis, 2008 , # 19 art. no. T06108SS, p. 3099 - 3107

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 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-Bromo-2-phenyloxazole

CAS No. 861440-59-7

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