Lot numbers can be found on the outside label of a product:
2,4-Diiodoaniline
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CAS No. 533-70-0
- Cat. No. CS-0157065
- Purity≥95%
- MDL No.MFCD01851096
*For research and further manufacturing use only, not for direct human use.
Structure of 533-70-0
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General Information
- CAS No. 533-70-0
- Cat. No. CS-0157065
- Purity ≥95%
- MDL No. MFCD01851096
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅I₂N
- Molecular Weight 344.92
- Synonym(s) Aniline, 2,4-diiodo-
- SMILES C1=CC(=C(C=C1I)I)N
Description
2,4-Diiodoaniline features two iodine atoms at the 2- and 4-positions of the aniline ring, creating a highly electron-deficient aromatic system. This configuration enhances reactivity in cross-coupling processes, particularly in palladium-catalyzed transformations. The compound exhibits bench-stable handling characteristics and serves as a direct precursor for functionalized aryl building blocks in medicinal chemistry and materials science applications.
Application
2,4-Diiodoaniline serves as a versatile building block for the synthesis of iodinated aromatic scaffolds and heterocycles. Its dual iodine substituents enable efficient cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, under standard conditions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for applications in medicinal chemistry and materials science.
Synthesis
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Route1
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In-stock
540-37-4 - ~96%
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In-stock
533-70-0
References
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Shirtcliff, Laura D.; Weakley, Timothy J. R.; Haley, Michael M.; Koehler, Felix; Herges, Rainer Journal of Organic Chemistry, 2004 , vol. 69, # 21 p. 6979 - 6985
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Route2
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74497-02-2 - ~95%
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In-stock
533-70-0
References
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Lista, Liliana; Pezzella, Alessandro; Napolitano, Alessandra; d'Ischia, Marco Tetrahedron, 2008 , vol. 64, # 1 p. 234 - 239
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Route3
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74497-02-2
- ~8%
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In-stock
533-70-0
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In-stock
540-37-4
References
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Synthesis, , # 9 art. no. Z01010SS, p. 1467 - 1472
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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-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 26.02
- LogP 2.478
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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