Lot numbers can be found on the outside label of a product:
2,6-Dibromopyridin-4-ol
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CAS No. 220616-68-2
- Cat. No. CS-0092859
- Purity≥97%
- MDL No.MFCD13185517
*For research and further manufacturing use only, not for direct human use.
Structure of 220616-68-2
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General Information
- CAS No. 220616-68-2
- Cat. No. CS-0092859
- Purity ≥97%
- MDL No. MFCD13185517
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₃Br₂NO
- Molecular Weight 252.89
- Synonym(s) 2,6-DibroMo-4-hydroxypyridine
- SMILES OC1=CC(Br)=NC(Br)=C1
Description
2,6-Dibromopyridin-4-ol features a pyridinol core bearing bromine substituents at the 2 and 6 positions, creating a sterically congested, electron-deficient platform. The phenolic hydroxyl group enables hydrogen bonding and facilitates downstream functionalization. This scaffold offers enhanced stability under standard conditions and serves as a robust building block for advanced heterocyclic synthesis.
Application
2,6-Dibromopyridin-4-ol serves as a versatile building block for the synthesis of functionalized pyridine derivatives and heterocyclic scaffolds. The compound exhibits enhanced reactivity at the C4 position due to the electron-withdrawing bromo groups, enabling efficient palladium-catalyzed cross-coupling reactions. Its bench-stable nature and tolerance to diverse functional groups facilitate straightforward incorporation into complex molecular architectures, particularly in medicinal chemistry and materials science applications.
Synthesis
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Route1
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220616-67-1 - ~88%
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In-stock
220616-68-2
References
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Inouye, Masahiko; Takahashi, Kunihide; Nakazumi, Hiroyuki Journal of the American Chemical Society, 1999 , vol. 121, # 2 p. 341 - 345
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Route2
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In-stock
626-05-1 - ~93%
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In-stock
220616-68-2
References
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Waki, Minoru; Abe, Hajime; Inouye, Masahiko Chemistry - A European Journal, 2006 , vol. 12, # 30 p. 7839 - 7847
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Route3
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220616-66-0 - ~%
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In-stock
220616-68-2
References
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Inouye, Masahiko; Takahashi, Kunihide; Nakazumi, Hiroyuki Journal of the American Chemical Society, 1999 , vol. 121, # 2 p. 341 - 345
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Safety Information
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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 33.12
- LogP 2.3122
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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