Lot numbers can be found on the outside label of a product:
5-Methoxy-2-nitrobenzaldehyde
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CAS No. 20357-24-8
- Cat. No. CS-W008816
- Purity≥97%
- MDL No.MFCD00456498
*For research and further manufacturing use only, not for direct human use.
Structure of 20357-24-8
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General Information
- CAS No. 20357-24-8
- Cat. No. CS-W008816
- Purity ≥97%
- MDL No. MFCD00456498
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇NO₄
- Molecular Weight 181.15
- Synonym(s) 5-Methoxy-2-nitrobenzaldehyde; 3-Methoxy-6-nitrobenzaldehyde; 6-Nitro-m-anisaldehyde; NSC 25207; N-(3-bromo-7-fluoro-9H-fluoren-2-yl)acetamide
- SMILES O=CC1=CC(OC)=CC=C1[N+]([O-])=O
Description
5-Methoxy-2-nitrobenzaldehyde features a para-nitro group and a methoxy substituent positioned ortho to the aldehyde functionality, creating a strongly electron-deficient aromatic ring. This combination enhances reactivity in nucleophilic addition and condensation reactions, particularly in the synthesis of heterocycles and conjugated systems. The bench-stable aldehyde resists oxidation under standard conditions and integrates readily into multi-step synthetic sequences requiring precise electronic tuning.
Application
5-Methoxy-2-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted heterocycles and bioactive scaffolds. Its ortho-nitro and para-methoxy groups provide complementary reactivity for sequential functionalization, while the aldehyde functionality facilitates condensation reactions, imine formation, and coupling protocols. The compound exhibits good bench stability and is compatible with standard purification techniques, making it suitable for use in medicinal chemistry campaigns and process development workflows.
Synthesis
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Route1
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In-stock
42454-06-8 -
74-88-4 - ~99%
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In-stock
20357-24-8
References
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Ramurthy, Savithri; Costales, Abran; Jansen, Johanna M.; Levine, Barry; Renhowe, Paul A.; Shafer, Cynthia M.; Subramanian, Sharadha Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 4 p. 1678 - 1681
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Route2
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In-stock
879-55-0 - ~99%
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In-stock
20357-24-8
References
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SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; GLAXO GROUP LIMITED Patent: WO2004/62665 A1, 2004 ; Location in patent: Page/Page column 37 ; WO 2004/062665 A1
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Route3
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In-stock
42454-06-8
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77-78-1
- ~10%
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In-stock
20357-24-8
References
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Xiong, Xiao-Dong; Chen, Wen-Xue; Kuang, Yun-Yan; Chen, Fen-Er Organic Preparations and Procedures International, 2009 , vol. 41, # 5 p. 423 - 427
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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 69.44
- LogP 1.4159
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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