Lot numbers can be found on the outside label of a product:
4-Chloro-2-methoxybenzaldehyde
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CAS No. 53581-86-5
- Cat. No. CS-W019440
- Purity≥98%
- MDL No.MFCD08703355
*For research and further manufacturing use only, not for direct human use.
Structure of 53581-86-5
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General Information
- CAS No. 53581-86-5
- Cat. No. CS-W019440
- Purity ≥98%
- MDL No. MFCD08703355
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇ClO₂
- Molecular Weight 170.59
- Synonym(s) p-chloro-o-anisaldehyde
- SMILES COC1=C(C=O)C=CC(Cl)=C1
Description
4-Chloro-2-methoxybenzaldehyde features a chlorine atom at the 4-position and a methoxy group at the 2-position, conferring enhanced electron-withdrawing character and improved solubility in organic solvents. This aromatic aldehyde integrates readily into coupling reactions and serves as a key building block for bioactive heterocycles and functionalized pharmaceutical intermediates under standard conditions.
Application
4-Chloro-2-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, Schiff bases, and heterocyclic scaffolds. Its ortho-methoxy and para-chloro substituents provide complementary reactivity for directed functionalization, while the aldehyde group facilitates nucleophilic additions and condensation reactions under mild conditions. The compound exhibits excellent bench stability and is readily purified by recrystallization or flash chromatography, supporting its use in scalable synthetic routes.
Synthesis
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Route1
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In-stock
90296-27-8 - ~94%
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In-stock
53581-86-5
References
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Gensini, Martina; Altamura, Maria; Dimoulas, Tula; Fedi, Valentina; Giannotti, Danilo; Giuliani, Sandro; Guidi, Antonio; Harmat, Nicholas J. S.; Meini, Stefania; Nannicini, Rossano; Pasqui, Franco; Tramontana, Manuela; Triolo, Antonio; Maggi, Carlo Alberto ChemMedChem, 2010 , vol. 5, # 1 p. 65 - 78
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Route2
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In-stock
61072-56-8 -
124-41-4 - ~75%
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In-stock
53581-86-5
References
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ARRAY BIOPHARMA INC. Patent: WO2009/158426 A1, 2009 ; Location in patent: Page/Page column 140 ; WO 2009/158426 A1
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References
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DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1104754 A1, 2001 ;
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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 26.3
- LogP 2.1611
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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