Lot numbers can be found on the outside label of a product:
2-Bromo-5-nitrobenzenecarbaldehyde
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CAS No. 84459-32-5
- Cat. No. CS-W005083
- Purity≥98%
- MDL No.MFCD00462865
*For research and further manufacturing use only, not for direct human use.
Structure of 84459-32-5
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General Information
- CAS No. 84459-32-5
- Cat. No. CS-W005083
- Purity ≥98%
- MDL No. MFCD00462865
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₄BrNO₃
- Molecular Weight 230.02
- Synonym(s) Benzaldehyde, 2-bromo-5-nitro-
- SMILES O=CC1=CC([N+]([O-])=O)=CC=C1Br
Description
2-Bromo-5-nitrobenzenecarbaldehyde features a bromine atom and a nitro group positioned ortho to the aldehyde functionality, creating a highly electron-deficient aromatic system. This configuration enables efficient coupling in cross-coupling reactions and facilitates downstream functionalization in synthetic organic chemistry workflows.
Application
2-Bromo-5-nitrobenzenecarbaldehyde serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its ortho-bromine and para-nitro functionality. The aldehyde group facilitates nucleophilic additions and condensation reactions, while the nitro moiety provides strong electron-withdrawing character, enhancing electrophilicity at the aromatic ring. This compound exhibits bench stability and compatibility with standard purification methods, making it suitable for multi-step synthesis of functionalized heterocycles and advanced intermediates in medicinal chemistry workflows.
Synthesis
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Route1
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In-stock
332883-48-4 - ~10%
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In-stock
84459-32-5
References
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Kawabata, Takeo; Jiang, Changsheng; Hayashi, Kazuhiro; Tsubaki, Kazunori; Yoshimura, Tomoyuki; et al. Journal of the American Chemical Society, 2009 , vol. 131, p. 54 - 55
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Route2
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In-stock
6630-33-7 - ~54%
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In-stock
84459-32-5
References
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BRISTOL-MYERS SQUIBB COMPANY Patent: WO2008/79836 A2, 2008 ; Location in patent: Page/Page column 106 ; WO 2008/079836 A2
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Route3
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In-stock
943-14-6 - ~62%
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In-stock
84459-32-5
References
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Coelho, Fernando; Veronese, Demetrius; Pavam, Cesar H.; de Paula, Vanderlei I.; Buffon, Regina Tetrahedron, 2006 , vol. 62, # 18 p. 4563 - 4572
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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 60.21
- LogP 2.1698
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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