Lot numbers can be found on the outside label of a product:
4-Hydroxy-6-methylcoumarin
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CAS No. 13252-83-0
- Cat. No. CS-0149177
- Purity≥95%
- MDL No.MFCD00085738
*For research and further manufacturing use only, not for direct human use.
Structure of 13252-83-0
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General Information
- CAS No. 13252-83-0
- Cat. No. CS-0149177
- Purity ≥95%
- MDL No. MFCD00085738
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₈O₃
- Molecular Weight 176.17
- Synonym(s) None
- SMILES O=C1C=C(O)C2=CC(C)=CC=C2O1
Description
4-Hydroxy-6-methylcoumarin is a bench-stable, electron-rich coumarin derivative featuring a phenolic hydroxyl and methyl group at the 4- and 6-positions, respectively. This substitution pattern enhances fluorescence quantum yield and solubility in polar organic solvents. The compound serves as a key fluorophore scaffold for probe design in bioimaging and sensing applications, particularly where moderate polarity and photostability are required.
Application
4-Hydroxy-6-methylcoumarin serves as a versatile scaffold in synthetic organic chemistry, enabling efficient access to functionalized coumarin derivatives through standard electrophilic substitution and metal-catalyzed coupling reactions. Its hydroxyl and methyl groups offer orthogonal reactivity for selective derivatization, while its inherent stability facilitates purification and handling. This compound functions as a key building block in the synthesis of fluorescent probes, natural product analogs, and bioactive heterocycles relevant to medicinal chemistry and materials science.
Synthesis
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Route1
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In-stock
1450-72-2 -
105-58-8 - ~90%
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In-stock
13252-83-0
References
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Nolan, Karen A.; Doncaster, Jeremy R.; Dunstan, Mark S.; Scott, Katherine A.; Frenkel, A. David; Siegel, David; Ross, David; Barnes, John; Levy, Colin; Leys, David; Whitehead, Roger C.; Stratford, Ian J.; Bryce, Richard A. Journal of Medicinal Chemistry, 2009 , vol. 52, # 22 p. 7142 - 7156
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Route2
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In-stock
1450-72-2
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201230-82-2
- ~92%
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In-stock
13252-83-0
References
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Mizuno, Takumi; Nishiguchi, Ikuzo; Hirashima, Tsuneaki; Ogawa, Akiya; Kambe, Nobuaki; Sonoda, Noboru Synthesis, 1988 , # 3 p. 257 - 259
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Route3
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60179-39-7
- ~32%
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In-stock
13252-83-0
References
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Bartlett, Mark J.; Turner, Claire A.; Harvey, Joanne E. Organic Letters, 2013 , vol. 15, # 10 p. 2430 - 2433
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 50.44
- LogP 1.80702
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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