Lot numbers can be found on the outside label of a product:
2,5-Dichlorobenzooxazole
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CAS No. 3621-81-6
- Cat. No. CS-W019777
- Purity≥98%
- MDL No.MFCD09264312
*For research and further manufacturing use only, not for direct human use.
Structure of 3621-81-6
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General Information
- CAS No. 3621-81-6
- Cat. No. CS-W019777
- Purity ≥98%
- MDL No. MFCD09264312
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₃Cl₂NO
- Molecular Weight 188.01
- Synonym(s) 2,5-Dichloro-1,3-benzoxazole
- SMILES ClC1=CC(N=C(Cl)O2)=C2C=C1
Description
2,5-Dichlorobenzooxazole is a sterically hindered heterocyclic compound featuring two chlorine atoms at the 2- and 5-positions of the benzooxazole core. This substitution pattern enhances electronic stability and imparts favorable solubility in polar aprotic solvents. The molecule serves as a robust scaffold for synthetic transformations, particularly in pharmaceutical intermediates and materials chemistry, where halogen-directed coupling reactions are leveraged. Its bench-stable nature supports reliable handling under standard conditions.
Application
2,5-Dichlorobenzooxazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its electron-deficient aromatic core enables efficient palladium-catalyzed cross-coupling reactions, while the ortho-chlorine substituents provide sites for selective functionalization. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for use in multi-step synthesis of bioactive compounds and advanced organic semiconductors.
Synthesis
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Route1
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In-stock
![5-Chlorobenzo[d]oxazole-2-thiol|CS-M1396](https://file.chemscene.com/productPIC/CS-M1396.gif)
22876-19-3 - ~88%
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In-stock
3621-81-6
References
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Kablaoui, Natasha; Patel, Snahel; Shao, Jay; Demian, Douglas; Hoffmaster, Keith; Berlioz, Francioise; Vazquez, Michael L.; Moore, William M.; Nugent, Richard A. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 3 p. 907 - 911
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Route2
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95-85-2 - ~%
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In-stock
3621-81-6
References
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Bioorganic and Medicinal Chemistry, , vol. 15, # 10 p. 3515 - 3523
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Route3
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89-64-5
- ~%
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In-stock
3621-81-6
References
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Bioorganic and Medicinal Chemistry, , vol. 15, # 10 p. 3515 - 3523
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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 3.1346
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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