Lot numbers can be found on the outside label of a product:
Methyl 4-hydroxy-3,5-diiodobenzoate
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CAS No. 3337-66-4
- Cat. No. CS-0039845
- Purity≥96%
- MDL No.MFCD03425425
*For research and further manufacturing use only, not for direct human use.
Structure of 3337-66-4
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General Information
- CAS No. 3337-66-4
- Cat. No. CS-0039845
- Purity ≥96%
- MDL No. MFCD03425425
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₆I₂O₃
- Molecular Weight 403.94
- Synonym(s) METHYL 3,5-DIIODO-4-HYDROXYBENZOATE
- SMILES O=C(OC)C1=CC(I)=C(O)C(I)=C1
Description
Methyl 4-hydroxy-3,5-diiodobenzoate features a phenolic hydroxyl group flanked by two iodine atoms at the 3 and 5 positions, enabling direct functionalization in cross-coupling reactions. The ester moiety enhances solubility in organic solvents while maintaining stability under standard conditions. This compound serves as a key building block for iodinated aromatic scaffolds in medicinal chemistry and materials science applications.
Application
Methyl 4-hydroxy-3,5-diiodobenzoate serves as a versatile building block for iodinated aromatic scaffolds in cross-coupling chemistry. The ortho-iodo groups enable efficient Suzuki-Miyaura and Stille reactions, while the phenolic hydroxyl supports derivatization or protection. Bench-stable and compatible with standard purification methods, it facilitates the construction of complex heterocycles and functionalized arenes in medicinal chemistry and materials science workflows.
Synthesis
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Route1
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In-stock
99-76-3 - ~99%
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In-stock
3337-66-4
References
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Takagi, Akira; Ikawa, Takashi; Kurita, Yurio; Saito, Kozumo; Azechi, Kenji; Egi, Masahiro; Itoh, Yuji; Tokiwa, Hiroaki; Kita, Yasuyuki; Akai, Shuji Tetrahedron, 2013 , vol. 69, # 21 p. 4338 - 4352
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Route2
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67-56-1 -
In-stock
618-76-8 - ~97%
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In-stock
3337-66-4
References
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Chen, Li-Jun; Li, Quan-Jie; He, Jiuming; Tan, Hongwei; Abliz, Zeper; Yang, Hai-Bo Journal of Organic Chemistry, 2012 , vol. 77, # 2 p. 1148 - 1153
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Route3
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In-stock
618-76-8
- ~76%
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In-stock
3337-66-4
References
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Butera, John A.; Caufield, Craig E.; Graceffa, Russell F.; Greenfield, Alexander; Gundersen, Eric G.; Havran, Lisa Marie; Katz, Alan H.; Lennox, Joseph R.; Mayer, Scott C.; McDevitt, Robert E. Patent: US6214877 B1, 2001 ;
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Safety Information
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GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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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 : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 46.53
- LogP 2.388
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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