Lot numbers can be found on the outside label of a product:
2-Chloro-4-nitrobenzaldehyde
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CAS No. 5568-33-2
- Cat. No. CS-0380529
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 5568-33-2
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General Information
- CAS No. 5568-33-2
- Cat. No. CS-0380529
- Purity ≥98%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₄ClNO₃
- Molecular Weight 185.56
- Synonym(s) None
- SMILES O=CC1=CC=C([N+]([O-])=O)C=C1Cl
Description
2-Chloro-4-nitrobenzaldehyde features a conjugated aldehyde group flanked by electron-withdrawing chlorine and nitro substituents, enhancing its reactivity in nucleophilic addition and condensation reactions. This bench-stable compound integrates readily into complex molecular architectures, serving as a key building block in synthetic organic chemistry and pharmaceutical intermediates.
Application
2-Chloro-4-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds and functionalized aromatic systems. Its dual electron-withdrawing groups (nitro and chloro) enhance electrophilicity at the aldehyde carbon, facilitating nucleophilic addition and condensation reactions. The compound exhibits good bench stability and compatibility with common protecting group strategies, supporting its use in multi-step syntheses requiring selective transformations.
Synthesis
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Route1
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In-stock
52301-88-9 - ~99%
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In-stock
5568-33-2
References
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N.V. ORGANON; PHARMACOPEIA INC. Patent: WO2008/51826 A2, 2008 ; Location in patent: Page/Page column 57; 58 ; WO 2008/051826 A2
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Route2
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77455-54-0 - ~96%
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In-stock
5568-33-2
References
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Gu, Henry H.; Iwanowicz, Edwin J.; Guo, Junqing; Watterson, Scott H.; Shen, Zhongqi; Pitts, William J.; Dhar; Fleener, Catherine A.; Rouleau, Katherine; Sherbina; Witmer, Mark; Tredup, Jeffrey; Hollenbaugh, Diane Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 9 p. 1323 - 1326
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Route3
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In-stock
7073-36-1 - ~28%
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In-stock
5568-33-2
References
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EXELIXIS, INC. Patent: WO2009/86264 A1, 2009 ; Location in patent: Page/Page column 207-208 ; WO 2009/086264 A1
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 60.21
- LogP 2.0607
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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