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4-Hydroxy-3,5-diiodobenzaldehyde
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CAS No. 1948-40-9
- Cat. No. CS-0116741
- Purity≥96%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 1948-40-9
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General Information
- CAS No. 1948-40-9
- Cat. No. CS-0116741
- Purity ≥96%
- MDL No. None
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₄I₂O₂
- Molecular Weight 373.91
- Synonym(s) 3,5-Diiodo-4-Hydroxybenzaldehyde
- SMILES O=CC1=CC(I)=C(O)C(I)=C1
Description
4-Hydroxy-3,5-diiodobenzaldehyde features a hydroxyl group flanked by two iodine atoms on the aromatic ring, delivering enhanced electron-withdrawing character and strategic functional handles. This configuration enables direct incorporation into coupling reactions and facilitates downstream derivatization in synthetic medicinal chemistry. The aldehyde functionality offers high reactivity for imine formation and oxime ligation under mild conditions.
Application
4-Hydroxy-3,5-diiodobenzaldehyde serves as a versatile building block for iodinated aromatic scaffolds in medicinal chemistry and materials science. The aldehyde group enables direct functionalization via nucleophilic addition or condensation reactions, while the ortho-hydroxyl and diiodo substituents provide sites for Suzuki-Miyaura coupling and further derivatization. Bench-stable and compatible with standard purification methods, it facilitates efficient access to complex heterocyclic systems and bioactive intermediates.
Synthesis
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Route1
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123-08-0 - ~94%
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In-stock
1948-40-9
References
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EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent Patent: WO2011/151423 A1, 2011 ; Location in patent: Page/Page column 177-178 ;
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Route2
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37987-26-1 - ~%
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In-stock
1948-40-9
References
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Monatshefte fuer Chemie, , vol. 103, p. 1178 - 1193
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Route3
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139-02-6 - ~%
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In-stock
1948-40-9
References
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Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, , vol. 134, p. 358 Bulletin de la Societe Chimique de France, , vol. <3> 27, p. 400
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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 37.3
- LogP 2.4139
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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