Lot numbers can be found on the outside label of a product:
3-Bromo-4-chlorophenol
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CAS No. 13659-24-0
- Cat. No. CS-W005264
- Purity≥98%
- MDL No.MFCD00070740
*For research and further manufacturing use only, not for direct human use.
Structure of 13659-24-0
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General Information
- CAS No. 13659-24-0
- Cat. No. CS-W005264
- Purity ≥98%
- MDL No. MFCD00070740
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₄BrClO
- Molecular Weight 207.45
- Synonym(s) 3-Bromo-4-chlorophenol
- SMILES BrC1=C(C=CC(=C1)O)Cl
Description
3-Bromo-4-chlorophenol features a bromine substituent at the meta position and a chlorine atom at the para position relative to the hydroxyl group, creating a uniquely electron-deficient aromatic scaffold. This configuration enhances its reactivity in cross-coupling processes and facilitates incorporation into functionalized pharmaceutical intermediates. The compound exhibits robust stability under standard handling conditions and demonstrates favorable solubility in common organic solvents, enabling seamless integration into synthetic workflows.
Application
3-Bromo-4-chlorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling regioselective functionalization via palladium-catalyzed cross-coupling reactions. Its bromo and chloro substituents offer orthogonal reactivity for sequential transformations, while the phenolic hydroxyl group provides a handle for derivatization or protection. The compound exhibits excellent bench stability and is readily purified by recrystallization or column chromatography, facilitating integration into multi-step synthetic sequences.
Synthesis
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Route1
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In-stock
2732-80-1 - ~%
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In-stock
13659-24-0
References
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WO2009/62990 A2, ; Page/Page column 40 ; WO 2009/062990 A2
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Route2
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In-stock
57383-80-9 - ~%
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591-20-8 -
In-stock
13659-24-0
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615-56-5
References
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Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, , vol. 38, # 10 p. 877 - 884
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Route3
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In-stock
695-96-5 - ~%
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In-stock
13659-24-0
References
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Journal of the Chemical Society, , p. 525
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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 20.23
- LogP 2.8081
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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