Lot numbers can be found on the outside label of a product:
4-Iodoisobenzofuran-1,3-dione
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CAS No. 28418-88-4
- Cat. No. CS-0129466
- Purity≥97%
- MDL No.MFCD08458692
*For research and further manufacturing use only, not for direct human use.
Structure of 28418-88-4
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General Information
- CAS No. 28418-88-4
- Cat. No. CS-0129466
- Purity ≥97%
- MDL No. MFCD08458692
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₃IO₃
- Molecular Weight 274.01
- Synonym(s) 1,3-Isobenzofurandione, 4-iodo-
- SMILES O=C(O1)C2=CC=CC(I)=C2C1=O
Description
4-Iodoisobenzofuran-1,3-dione is a reactive electrophilic platform featuring a pendant iodine atom and two flanking carbonyl groups. This configuration enables direct coupling in transition-metal-catalyzed cross-coupling reactions. The molecule exhibits high stability under standard conditions and integrates readily into complex molecular architectures requiring precise functionalization.
Application
4-Iodoisobenzofuran-1,3-dione serves as a versatile electrophilic iodine source and heterocyclic building block in transition-metal-catalyzed cross-coupling reactions. Its reactive iodo substituent enables efficient Suzuki-Miyaura, Stille, and Negishi couplings under standard conditions. The isobenzofuran-1,3-dione core provides excellent bench stability and facilitates purification via crystallization, making it well-suited for iterative synthesis of complex molecular architectures in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
6937-34-4 - ~93%
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In-stock
28418-88-4
References
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Kyowa Hakko Kirin Co., Ltd. Patent: EP2108642 A1, 2009 ; Location in patent: Page/Page column 110 ;
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Route2
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In-stock
31599-60-7 - ~%
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In-stock
28418-88-4
References
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Soucy, C.; Favreau, D.; Kayser, M. M. Journal of Organic Chemistry, 1987 , vol. 52, # 1 p. 129 - 134
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Route3
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67193-50-4 - ~%
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In-stock
28418-88-4
References
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Edinger Journal fuer Praktische Chemie (Leipzig), 1896 , vol. <2> 53, p. 383
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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 43.37
- LogP 1.6018
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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