Lot numbers can be found on the outside label of a product:
5-Bromoisoindoline-1,3-dione
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CAS No. 6941-75-9
- Cat. No. CS-W004872
- Purity≥98%
- MDL No.MFCD00466049
*For research and further manufacturing use only, not for direct human use.
Structure of 6941-75-9
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General Information
- CAS No. 6941-75-9
- Cat. No. CS-W004872
- Purity ≥98%
- MDL No. MFCD00466049
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₄BrNO₂
- Molecular Weight 226.03
- Synonym(s) 5-bromo-1H-isoindole-1,3(2H)-dione
- SMILES O=C1NC(C2=C1C=CC(Br)=C2)=O
Description
5-Bromoisoindoline-1,3-dione features a brominated isoindoline-1,3-dione core with enhanced electrophilicity at the C5 position, enabling efficient coupling in transition-metal-catalyzed reactions. The electron-deficient quinone moiety facilitates conjugation and stability under standard conditions, while the bromine substituent serves as a reliable handle for further functionalization via cross-coupling or nucleophilic substitution. This compound integrates seamlessly into complex molecular architectures requiring precise regiocontrol and reactive site availability.
Application
5-Bromoisoindoline-1,3-dione serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions and compatibility with diverse functional groups make it well-suited for constructing complex heterocyclic scaffolds relevant to medicinal chemistry and materials science. The molecule functions as a robust dienophile in cycloadditions and provides a reliable platform for late-stage diversification in API development workflows.
Synthesis
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Route1
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In-stock
86-90-8 - ~10%
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In-stock
6941-75-9
References
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US2010/204214 A1, ; Page/Page column 109 ;
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Route2
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106701-82-0 - ~94%
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In-stock
6941-75-9
References
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US2006/142553 A1, ; Page/Page column 13-14 ;
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Route3
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In-stock
3676-85-5 - ~%
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In-stock
6941-75-9
References
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Journal of the Chemical Society, , p. 2466,2469
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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 46.17
- LogP 1.3327
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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