Lot numbers can be found on the outside label of a product:
3,4-Dibromofuran-2,5-dione
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CAS No. 1122-12-9
- Cat. No. CS-W005875
- Purity≥98%
- MDL No.MFCD00030673
*For research and further manufacturing use only, not for direct human use.
Structure of 1122-12-9
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General Information
- CAS No. 1122-12-9
- Cat. No. CS-W005875
- Purity ≥98%
- MDL No. MFCD00030673
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄Br₂O₃
- Molecular Weight 255.85
- Synonym(s) Dibromomaleic anhydride
- SMILES BrC(C(O1)=O)=C(Br)C1=O
Description
3,4-Dibromofuran-2,5-dione is a brominated dienone featuring two vicinal bromine substituents on the furan ring, enabling its use in electrophilic coupling reactions. The electron-deficient core facilitates Diels-Alder cycloadditions and serves as a key building block in heterocyclic synthesis. This bench-stable reagent offers high reactivity with nucleophiles under mild conditions.
Application
3,4-Dibromofuran-2,5-dione serves as a versatile dihalogenated building block for the synthesis of brominated heterocycles and functionalized furan derivatives. Its electrophilic bromine substituents facilitate selective nucleophilic substitution and transition-metal-catalyzed coupling reactions. The molecule exhibits good bench stability and is compatible with standard purification methods, enabling efficient incorporation into complex molecular architectures relevant to medicinal chemistry and materials science.
Synthesis
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Route1
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108-31-6 - ~90%
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In-stock
1122-12-9
References
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Dubernet, Mathieu; Caubert, Virginie; Guillard, Jerome; Viaud-Massuard, Marie-Claude Tetrahedron, 2005 , vol. 61, # 19 p. 4585 - 4593
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Route2
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In-stock
108-30-5 - ~86%
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In-stock
1122-12-9
References
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Cheng, Chia-Fu; Lai, Zhen-Chang; Lee, Yean-Jang Tetrahedron, 2008 , vol. 64, # 19 p. 4347 - 4353
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Route3
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608-37-7 - ~%
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In-stock
1122-12-9
References
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Chemische Berichte, , vol. 13, p. 734 American Chemical Journal, , vol. 3, p. 47
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Safety Information
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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 1.0712
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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