Lot numbers can be found on the outside label of a product:
2-Chloro-5-phenyloxazole
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CAS No. 62124-43-0
- Cat. No. CS-W006116
- Purity≥98%
- MDL No.MFCD00763284
*For research and further manufacturing use only, not for direct human use.
Structure of 62124-43-0
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General Information
- CAS No. 62124-43-0
- Cat. No. CS-W006116
- Purity ≥98%
- MDL No. MFCD00763284
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆ClNO
- Molecular Weight 179.60
- Synonym(s) 6-BroMo-2-Methyl-3h-IMidazol[4,5-B]Pyridine
- SMILES ClC1=NC=C(O1)C1=CC=CC=C1
Description
2-Chloro-5-phenyloxazole is a heterocyclic compound featuring a chlorine atom at the 2-position and a phenyl group at the 5-position of the oxazole ring. This configuration imparts enhanced electronic density and stability, enabling its use in transition-metal-catalyzed coupling reactions. The molecule serves as a valuable building block in medicinal chemistry and materials science due to its ability to integrate into complex molecular architectures under standard conditions.
Application
2-Chloro-5-phenyloxazole serves as a versatile heterocyclic building block in medicinal chemistry and synthetic organic chemistry. Its electron-deficient oxazole core enables efficient coupling reactions and functionalization at the C2 position, while the phenyl group provides structural rigidity and π-stacking potential. The chloro substituent offers a reliable handle for palladium-catalyzed cross-coupling, facilitating the construction of complex biaryl systems and advanced API scaffolds. Bench-stable and readily purified by flash chromatography, it functions effectively in standard reaction conditions.
Synthesis
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Route1
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16172-23-9 - ~18%
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In-stock
62124-43-0
References
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Capet, Marc; Danvy, Denis; Levoin, Nicolas; Morvan, Marcel; Berrebi-Bertrand, Isabelle; Calmels, Thierry; Robert, Philippe; Schwartz, Jean-Charles; Lecomte, Jeanne-Marie Patent: US2006/89364 A1, 2006 ; Location in patent: Page/Page column 28-29 ; US 20060089364 A1
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Route2
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129053-63-0 - ~80%
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In-stock
62124-43-0
References
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Maquestiau, Andre; Abdelouahab, Fouad Bachir Ben; Flammang, Robert Bulletin des Societes Chimiques Belges, 1990 , vol. 99, p. 89 - 101
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Route3
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5468-37-1 - ~%
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In-stock
62124-43-0
References
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Harris, Philip A.; Cheung, Mui; Hunter III, Robert N.; Brown, Matthew L.; Veal, James M.; Nolte, Robert T.; Wang, Liping; Liu, Wendy; Crosby, Renae M.; Johnson, Jennifer H.; Epperly, Andrea H.; Kumar, Rakesh; Luttrell, Deirdre K.; Stafford, Jeffrey A. Journal of Medicinal Chemistry, 2005 , vol. 48, # 5 p. 1610 - 1619
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 26.03
- LogP 2.995
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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