Lot numbers can be found on the outside label of a product:
3-Bromo-1H-pyrrole-2,5-dione
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CAS No. 98026-79-0
- Cat. No. CS-0112984
- Purity≥97%
- MDL No.MFCD09035063
*For research and further manufacturing use only, not for direct human use.
Structure of 98026-79-0
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General Information
- CAS No. 98026-79-0
- Cat. No. CS-0112984
- Purity ≥97%
- MDL No. MFCD09035063
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄H₂BrNO₂
- Molecular Weight 175.97
- Synonym(s) None
- SMILES O=C1C=C(C(N1)=O)Br
Description
3-Bromo-1H-pyrrole-2,5-dione is a bench-stable, electron-deficient heterocycle featuring dual carbonyl groups and a bromine substituent at the 3-position. This structure enables direct incorporation into cross-coupling reactions and facilitates rapid functionalization in synthetic sequences requiring high reactivity under mild conditions.
Application
3-Bromo-1H-pyrrole-2,5-dione serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C3 position via palladium-catalyzed cross-coupling. Its electron-deficient pyrrolinedione core exhibits excellent stability under standard bench conditions and tolerates diverse functional groups, facilitating efficient access to substituted pyrroles and fused heterocycles. The bromine substituent provides a reliable handle for further derivatization, making it a practical choice for medicinal chemistry and materials science applications.
Synthesis
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Route1
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33685-65-3 - ~86%
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In-stock
98026-79-0
References
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Marculescu, Cristina; Kossen, Hanno; Morgan, Rachel E.; Mayer, Patrick; Fletcher, Sally A.; Tolner, Berend; Chester, Kerry A.; Jones, Lyn H.; Baker, James R. Chemical Communications, 2014 , vol. 50, # 54 p. 7139 - 7142
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Route2
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In-stock
541-59-3 - ~%
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In-stock
98026-79-0
References
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Nicolaus; Nicoletti Rendiconto dell'Accademia delle Scienze Fisiche e Matematiche, Naples, 1959 , vol. <4>26, p. 148,150
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Route3
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In-stock
123-56-8 - ~%
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In-stock
98026-79-0
References
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Ciamician; Silber Gazzetta Chimica Italiana, 1884 , vol. 14, p. 32 Chemische Berichte, 1884 , vol. 17, p. 554 Full Text Show Details Loescher; Kusserow Chemische Berichte, 1888 , vol. 21, p. 2718 Full Text Show Details Kisielinski Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften, 1877 , p. 706
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 46.17
- LogP -0.0784
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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