Lot numbers can be found on the outside label of a product:
2,4-Dihydroxy-3-methylbenzaldehyde
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CAS No. 6248-20-0
- Cat. No. CS-W005716
- Purity≥98%
- MDL No.MFCD00156883
*For research and further manufacturing use only, not for direct human use.
Structure of 6248-20-0
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General Information
- CAS No. 6248-20-0
- Cat. No. CS-W005716
- Purity ≥98%
- MDL No. MFCD00156883
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈O₃
- Molecular Weight 152.15
- Synonym(s) 2,4-dihydroxy-3-methyl-benzaldehyde
- SMILES C1=CC(=C(C(=C1C=O)O)C)O
Description
2,4-Dihydroxy-3-methylbenzaldehyde features a unique trifunctional aromatic scaffold with ortho-dihydroxyl and methyl substituents flanking the aldehyde group. This configuration enables direct integration into polyphenolic frameworks, serving as a key building block for bioactive molecule synthesis. The electron-rich ring system enhances reactivity in coupling reactions, while the aldehyde functionality provides a handle for conjugation under mild conditions.
Application
2,4-Dihydroxy-3-methylbenzaldehyde serves as a versatile building block in the synthesis of bioactive heterocycles and natural product analogs. Its ortho-dihydroxy motif enables reliable metal chelation and oxidation to quinones, while the aldehyde group facilitates condensation reactions, reductive amination, and Ugi-type multicomponent couplings. The methyl substituent enhances metabolic stability and provides a handle for further functionalization. This compound exhibits good bench stability and is compatible with standard purification methods, making it suitable for iterative synthesis in medicinal chemistry campaigns.
Synthesis
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Route1
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In-stock
608-25-3 -
557-21-1 - ~97%
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In-stock
6248-20-0
References
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Cook, Silas P.; Polara, Alessandra; Danishefsky, Samuel J. Journal of the American Chemical Society, 2006 , vol. 128, # 51 p. 16440 - 16441
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Route2
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In-stock
608-25-3
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68-12-2
- ~84%
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In-stock
6248-20-0
References
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Moreau, Anne; Couture, Axel; Deniau, Eric; Grandclaudon, Pierre; Lebrun, Stephane Organic and Biomolecular Chemistry, 2005 , vol. 3, # 12 p. 2305 - 2309
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Route3
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In-stock
608-25-3
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93-61-8
- ~58%
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In-stock
6248-20-0
References
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E. I. Du Pont de Nemours and Company Patent: US5102785 A1, 1992 ;
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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 57.53
- LogP 1.21872
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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