Lot numbers can be found on the outside label of a product:
4-Bromo-5-fluorobenzene-1,2-diamine
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CAS No. 153505-37-4
- Cat. No. CS-0098663
- Purity≥95%
- MDL No.MFCD08458150
*For research and further manufacturing use only, not for direct human use.
Structure of 153505-37-4
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General Information
- CAS No. 153505-37-4
- Cat. No. CS-0098663
- Purity ≥95%
- MDL No. MFCD08458150
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₆BrFN₂
- Molecular Weight 205.03
- Synonym(s) 4-Bromo-5-fluorophenylene-1,2-diamine, 4-Bromo-1,2-diamino-5-fluorobenzene
- SMILES NC1=CC(F)=C(Br)C=C1N
Description
4-Bromo-5-fluorobenzene-1,2-diamine features two distinct halogen substituents—bromine and fluorine—positioned ortho to each other on a benzene ring, flanking a diamine moiety. This arrangement enables selective coupling reactions in pharmaceutical synthesis, where the bromine serves as a handle for palladium-catalyzed cross-coupling, while the fluorine enhances electronic effects and metabolic stability. The molecule exhibits favorable solubility in common organic solvents and maintains stability under standard bench conditions, facilitating its use in multi-step synthetic sequences.
Application
4-Bromo-5-fluorobenzene-1,2-diamine serves as a versatile building block for heterocyclic synthesis and transition metal-catalyzed coupling reactions. Its complementary halogenation pattern enables selective functionalization via Pd-catalyzed cross-coupling, while the diamine functionality supports direct incorporation into pharmaceutical scaffolds and ligand design. Bench-stable and readily purified, it facilitates efficient access to complex aromatic systems in medicinal chemistry workflows.
Synthesis
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Route1
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In-stock
153505-36-3 - ~82%
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In-stock
153505-37-4
References
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ABBOTT LABORATORIES; KRUEGER, Allan, C.; KATI, Warren, M.; CARROLL, William, A.; PRATT, John, K.; HUTCHINSON, Douglas, K. Patent: WO2012/83170 A1, 2012 ; Location in patent: Page/Page column 155 ;
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Route2
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In-stock
656-65-5 - ~%
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In-stock
153505-37-4
References
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ABBOTT LABORATORIES; KRUEGER, Allan, C.; KATI, Warren, M.; CARROLL, William, A.; PRATT, John, K.; HUTCHINSON, Douglas, K. Patent: WO2012/83170 A1, 2012 ;
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Route3
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929279-27-6 - ~%
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In-stock
153505-37-4
References
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ABBOTT LABORATORIES; KRUEGER, Allan, C.; KATI, Warren, M.; CARROLL, William, A.; PRATT, John, K.; HUTCHINSON, Douglas, K. Patent: WO2012/83170 A1, 2012 ;
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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 52.04
- LogP 1.7526
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 0
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Key Words
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