Lot numbers can be found on the outside label of a product:
2-Bromo-3-nitrobenzaldehyde
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CAS No. 90407-21-9
- Cat. No. CS-W005406
- Purity≥98%
- MDL No.MFCD15527595
*For research and further manufacturing use only, not for direct human use.
Structure of 90407-21-9
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General Information
- CAS No. 90407-21-9
- Cat. No. CS-W005406
- Purity ≥98%
- MDL No. MFCD15527595
- 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-3-nitro
- SMILES O=CC1=CC=CC([N+]([O-])=O)=C1Br
Description
2-Bromo-3-nitrobenzaldehyde features a bromine atom ortho to a nitro group on a benzaldehyde scaffold, creating a highly electron-deficient aromatic ring. This combination enables efficient coupling in cross-coupling reactions and facilitates regioselective functionalization. The aldehyde group provides a handle for further derivatization, including reductive amination or condensation chemistry. Bench-stable under standard conditions, it serves as a key building block in synthetic medicinal chemistry and materials science.
Application
2-Bromo-3-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted heterocycles and functionalized aromatic systems. Its dual electrophilic sites—bromine and aldehyde—facilitate palladium-catalyzed cross-couplings and nucleophilic additions, while the nitro group enhances reactivity in reduction and cyclization sequences. Bench-stable and readily purified by recrystallization, it supports scalable synthesis workflows in medicinal chemistry and materials development.
Synthesis
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Route1
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In-stock
41085-43-2 - ~37%
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In-stock
90407-21-9
References
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Tomassoli, Isabelle; Ismaili, Lhassane; Pudlo, Marc; De Los Rios, Cristobal; Soriano, Elena; Colmena, Ines; Gandia, Luis; Rivas, Luis; Samadi, Abdelouahid; Marco-Contelles, Jose; Refouvelet, Bernard European Journal of Medicinal Chemistry, 2011 , vol. 46, # 1 p. 1 - 10
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Route2
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In-stock
90407-20-8 - ~92%
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In-stock
90407-21-9
References
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Rahman, Loay K. A.; Scrowston, Richard M. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 3 p. 385 - 390
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Route3
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6286-36-8 - ~19%
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In-stock
90407-21-9
References
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Rahman, Loay K. A.; Scrowston, Richard M. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 3 p. 385 - 390
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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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