Lot numbers can be found on the outside label of a product:
3-Bromo-9-methyl-9H-carbazole
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CAS No. 91828-08-9
- Cat. No. CS-0096047
- Purity≥98%
- MDL No.MFCD00276495
*For research and further manufacturing use only, not for direct human use.
Structure of 91828-08-9
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General Information
- CAS No. 91828-08-9
- Cat. No. CS-0096047
- Purity ≥98%
- MDL No. MFCD00276495
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₀BrN
- Molecular Weight 260.13
- Synonym(s) 3-Brom-9-methyl-carbazol
- SMILES CN1C2=C(C3=C1C=CC=C3)C=C(Br)C=C2
Description
3-Bromo-9-methyl-9H-carbazole is a bench-stable, electron-rich heterocyclic scaffold featuring a brominated position at C3 and a methyl group at C9. This configuration enables direct coupling in Pd-catalyzed cross-coupling reactions, facilitating the construction of complex carbazole-based architectures for organic electronics and medicinal chemistry applications.
Application
3-Bromo-9-methyl-9H-carbazole serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl scaffolds. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the 9-methyl group enhances stability and modulates electronic properties. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
1484-12-4 - ~96%
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In-stock
91828-08-9
References
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Ben Braiek, Mourad; Aloui, Faouzi; Moussa, Souad; Tounsi, Moncef; Marrot, Jerome; Ben Hassine, Bechir Tetrahedron Letters, 2013 , vol. 54, # 40 p. 5421 - 5425
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Route2
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In-stock
1592-95-6 -
74-88-4 - ~97%
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In-stock
91828-08-9
References
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Perner, Richard J.; DiDomenico, Stanley; Koenig, John R.; Gomtsyan, Arthur; Bayburt, Erol K.; Schmidt, Robert G.; Drizin, Irene; Guo, Zhu Zheng; Turner, Sean C.; Jinkerson, Tammie; Brown, Brian S.; Keddy, Ryan G.; Lukin, Kurill; McDonald, Heath A.; Honore, Prisca; Mikusa, Joe; Marsh, Kennan C.; Wetter, Jill M.; St. George, Karen; Jarvis, Michael F.; Faltynek, Connie R.; Lee, Chih-Hung Journal of Medicinal Chemistry, 2007 , vol. 50, # 15 p. 3651 - 3660
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Route3
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86-74-8
- ~%
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In-stock
91828-08-9
References
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Roh, Yeonsuk; Bauld, Nathan L. Advanced Synthesis and Catalysis, 2002 , vol. 344, # 2 p. 192 - 199
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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-H312-H332
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501
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Quality Control
Computational Chemistry Data
- TPSA 4.93
- LogP 4.094
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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