Lot numbers can be found on the outside label of a product:
2-Bromo-3-formylbenzonitrile
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CAS No. 446864-55-7
- Cat. No. CS-0157246
- Purity≥97%
- MDL No.MFCD18206376
*For research and further manufacturing use only, not for direct human use.
Structure of 446864-55-7
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General Information
- CAS No. 446864-55-7
- Cat. No. CS-0157246
- Purity ≥97%
- MDL No. MFCD18206376
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₄BrNO
- Molecular Weight 210.03
- Synonym(s) None
- SMILES C1=CC(=C(C(=C1)C=O)Br)C#N
Description
2-Bromo-3-formylbenzonitrile features a formyl group flanked by bromine and nitrile functionalities, enabling direct coupling in cross-coupling reactions. This electron-deficient aromatic scaffold integrates readily into complex molecular architectures under standard conditions.
Application
2-Bromo-3-formylbenzonitrile serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to complex scaffolds via palladium-catalyzed couplings and cyclization reactions. The bromo and formyl groups offer orthogonal reactivity for sequential functionalization, while the nitrile group provides a handle for further derivatization. Its bench-stable nature and compatibility with standard reaction conditions facilitate reliable use in multi-step syntheses.
Synthesis
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Route1
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1086429-87-9 - ~%
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In-stock
446864-55-7
References
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Zhang, Yong-Kang; Plattner, Jacob J.; Freund, Yvonne R.; Easom, Eric E.; Zhou, Yasheen; Gut, Jiri; Rosenthal, Philip J.; Waterson, David; Gamo, Francisco-Javier; Angulo-Barturen, Inigo; Ge, Min; Li, Zhiya; Li, Lingchao; Jian, Yong; Cui, Han; Wang, Hailong; Yang, Jian Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 2 p. 644 - 651
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Route2
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1268335-56-3 - ~%
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In-stock
446864-55-7
References
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Zhang, Yong-Kang; Plattner, Jacob J.; Freund, Yvonne R.; Easom, Eric E.; Zhou, Yasheen; Gut, Jiri; Rosenthal, Philip J.; Waterson, David; Gamo, Francisco-Javier; Angulo-Barturen, Inigo; Ge, Min; Li, Zhiya; Li, Lingchao; Jian, Yong; Cui, Han; Wang, Hailong; Yang, Jian Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 2 p. 644 - 651
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Route3
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In-stock
53663-39-1 - ~%
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In-stock
446864-55-7
References
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Zhang, Yong-Kang; Plattner, Jacob J.; Freund, Yvonne R.; Easom, Eric E.; Zhou, Yasheen; Gut, Jiri; Rosenthal, Philip J.; Waterson, David; Gamo, Francisco-Javier; Angulo-Barturen, Inigo; Ge, Min; Li, Zhiya; Li, Lingchao; Jian, Yong; Cui, Han; Wang, Hailong; Yang, Jian Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 2 p. 644 - 651
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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-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 40.86
- LogP 2.13328
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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