Lot numbers can be found on the outside label of a product:
3-Methoxy-4-nitrobenzaldehyde
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CAS No. 80410-57-7
- Cat. No. CS-0069818
- Purity≥95%
- MDL No.MFCD08703367
*For research and further manufacturing use only, not for direct human use.
Structure of 80410-57-7
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General Information
- CAS No. 80410-57-7
- Cat. No. CS-0069818
- Purity ≥95%
- MDL No. MFCD08703367
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇NO₄
- Molecular Weight 181.15
- Synonym(s) Benzaldehyde, 3-Methoxy-4-nitro-
- SMILES O=CC1=CC=C([N+]([O-])=O)C(OC)=C1
Description
3-Methoxy-4-nitrobenzaldehyde features a para-nitro group and a methoxy substituent flanking the aldehyde functionality, delivering enhanced electron-withdrawing character and improved solubility. This combination enables efficient coupling in cross-coupling reactions and facilitates the synthesis of complex aromatic scaffolds under standard conditions.
Application
3-Methoxy-4-nitrobenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to functionalized aromatic systems. Its ortho-methoxy and para-nitro substituents provide complementary reactivity for electrophilic substitution, nucleophilic addition, and transition-metal-catalyzed coupling reactions. The aldehyde group facilitates imine formation, reductive amination, and condensation reactions, while the nitro group supports subsequent reduction to aniline derivatives. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses of heterocyclic scaffolds and API intermediates.
Synthesis
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Route1
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In-stock
704-13-2 -
74-88-4 - ~94%
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In-stock
80410-57-7
References
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Tokyo Institute of Technology; Kyoto University Patent: EP2123637 A1, 2009 ; Location in patent: Page/Page column 19 ;
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Route2
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In-stock
80866-88-2 - ~96%
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In-stock
80410-57-7
References
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Pinney, Kevin G.; Mejia, Maria P.; Villalobos, Victor M.; Rosenquist, Brent E.; Pettit, George R.; Verdier-Pinard, Pascal; Hamel, Ernest Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 10 p. 2417 - 2425
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Route3
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In-stock
591-31-1 - ~%
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In-stock
80410-57-7
References
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Hoechster Farbw. Patent: DE18016 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 1, p. 586,587 Full Text Show Details Hoechster Farbw. Patent: DE20116 ; Full Text Show Details Tiemann Chemische Berichte, 1889 , vol. 22, p. 2341 Full Text Show Details Ulrich Chemische Berichte, 1885 , vol. 18, p. 2572 Full Text Show Details Rieche Chemische Berichte, 1889 , vol. 22, p. 2354
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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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