Lot numbers can be found on the outside label of a product:
4-Hydroxy-2,6-dimethoxybenzaldehyde
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CAS No. 22080-96-2
- Cat. No. CS-W001092
- Purity≥96%
- MDL No.MFCD01407645
*For research and further manufacturing use only, not for direct human use.
Structure of 22080-96-2
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General Information
- CAS No. 22080-96-2
- Cat. No. CS-W001092
- Purity ≥96%
- MDL No. MFCD01407645
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₀O₄
- Molecular Weight 182.17
- Synonym(s) 4-FORMYL-3,5-DIMETHOXYPHENOL
- SMILES COc1cc(O)cc(c1C=O)OC
Description
4-Hydroxy-2,6-dimethoxybenzaldehyde features a phenolic hydroxyl and two methoxy groups flanking an aldehyde moiety, enabling its use in synthesizing bioactive heterocycles. The electron-rich aromatic core facilitates electrophilic substitution, while the aldehyde group offers direct coupling potential under mild conditions. This compound serves as a key scaffold in natural product-inspired medicinal chemistry and fluorescent probe development.
Application
4-Hydroxy-2,6-dimethoxybenzaldehyde serves as a versatile building block in medicinal chemistry and natural product synthesis. Its phenolic hydroxyl and aldehyde functionalities enable selective derivatization, including oxidation, coupling, and reductive amination. The ortho-dimethoxy substitution pattern enhances stability and facilitates electrophilic aromatic substitution. This compound functions effectively in Ullmann-type couplings and serves as a scaffold for bioactive heterocycles, offering robust performance in standard bench-scale reactions.
Synthesis
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Route1
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500-99-2 - ~%
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In-stock
22080-96-2
References
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Synthetic Communications, , vol. 21, # 2 p. 167 - 171
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Route2
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68-12-2 - ~64%
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In-stock
22080-96-2
References
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CombiMatrix Corporation and Washington University Patent: US2006/205959 A1, 2006 ; Location in patent: Page/Page column sheet 12 ;
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Route3
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500-99-2
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68-12-2
- ~23%
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In-stock
708-76-9 -
In-stock
22080-96-2
References
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Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, , vol. 40, # 5 p. 681 - 692
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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 55.76
- LogP 1.2219
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 3
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