Lot numbers can be found on the outside label of a product:
4,4'-Dibromo-2,2'-diiodo-1,1'-biphenyl
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CAS No. 852138-89-7
- Cat. No. CS-W004522
- Purity≥97%
- MDL No.MFCD14582983
*For research and further manufacturing use only, not for direct human use.
Structure of 852138-89-7
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General Information
- CAS No. 852138-89-7
- Cat. No. CS-W004522
- Purity ≥97%
- MDL No. MFCD14582983
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₆Br₂I₂
- Molecular Weight 563.80
- Synonym(s) 4,4'-Dibromo-2,2'-diiodobiphenyl
- SMILES BrC=1C=CC(=C(I)C1)C2=CC=C(Br)C=C2I
Description
4,4'-Dibromo-2,2'-diiodo-1,1'-biphenyl features two bromine atoms at the 4,4' positions and two iodine atoms at the 2,2' positions on a biphenyl scaffold. This highly halogenated structure enables robust coupling reactions in cross-coupling protocols, particularly under palladium catalysis. The strategic placement of both electron-withdrawing halogens enhances reactivity while maintaining stability under standard conditions.
Application
4,4'-Dibromo-2,2'-diiodo-1,1'-biphenyl serves as a versatile multi-halogenated building block for palladium-catalyzed cross-coupling reactions. Its orthogonal halogen reactivity enables sequential functionalization in complex molecule assembly, particularly in the synthesis of biaryl scaffolds and advanced heterocyclic systems. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for iterative coupling strategies in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
![4,4'-Dibromo-[1,1'-biphenyl]-2,2'-diamine|CS-W009411](https://file.chemscene.com/productPIC/CS-W009411.gif)
136630-36-9 - ~58%
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In-stock
852138-89-7
References
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Keyworth, Colin W.; Chan, Khai Leok; Labram, John G.; Anthopoulos, Thomas D.; Watkins, Scott E.; McKiernan, Mary; White, Andrew J. P.; Holmes, Andrew B.; Williams, Charlotte K. Journal of Materials Chemistry, 2011 , vol. 21, # 32 p. 11800 - 11814
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Route2
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In-stock
91371-12-9 - ~%
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In-stock
852138-89-7
References
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Usta, Hakan; Lu, Gang; Facchetti, Antonio; Marks, Tobin J. Journal of the American Chemical Society, 2006 , vol. 128, # 28 p. 9034 - 9035
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Route3
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In-stock
3460-18-2 - ~%
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In-stock
852138-89-7
References
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Keyworth, Colin W.; Chan, Khai Leok; Labram, John G.; Anthopoulos, Thomas D.; Watkins, Scott E.; McKiernan, Mary; White, Andrew J. P.; Holmes, Andrew B.; Williams, Charlotte K. Journal of Materials Chemistry, 2011 , vol. 21, # 32 p. 11800 - 11814
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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
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Precautionary Statements : P264-P270-P301+P310-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 6.0878
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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