Lot numbers can be found on the outside label of a product:
1,2-Bis(4-hydroxyphenyl)ethane-1,2-dione
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CAS No. 33288-79-8
- Cat. No. CS-0157462
- Purity≥98%
- MDL No.MFCD00451571
*For research and further manufacturing use only, not for direct human use.
Structure of 33288-79-8
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General Information
- CAS No. 33288-79-8
- Cat. No. CS-0157462
- Purity ≥98%
- MDL No. MFCD00451571
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₀O₄
- Molecular Weight 242.23
- Synonym(s) 4,4'-Dihydroxybenzil
- SMILES C1=C(C=CC(=C1)O)C(=O)C(=O)C2=CC=C(C=C2)O
Description
1,2-Bis(4-hydroxyphenyl)ethane-1,2-dione features two hydroxylated aromatic rings linked by a diketone bridge, enabling robust conjugation and enhanced solubility in polar solvents. This structural motif supports efficient integration into polymeric matrices and facilitates metal chelation in catalytic systems. The compound exhibits stability under ambient conditions and is compatible with standard synthetic protocols.
Application
1,2-Bis(4-hydroxyphenyl)ethane-1,2-dione serves as a versatile building block in the synthesis of polyphenolic scaffolds and bioactive heterocycles. Its ortho-quinone functionality enables Diels-Alder reactions and oxidative coupling pathways, facilitating access to complex aromatic systems. The molecule exhibits good bench stability and moderate solubility in common organic solvents, allowing straightforward purification via recrystallization or column chromatography. It functions effectively in multi-step syntheses requiring controlled oxidation states and phenolic group availability.
Synthesis
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Route1
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In-stock
1226-42-2 - ~99%
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In-stock
33288-79-8
References
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Secondo, Patrick; Fages, Frederic Organic Letters, 2006 , vol. 8, # 7 p. 1311 - 1314
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Route2
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In-stock
119-52-8 - ~67%
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In-stock
33288-79-8
References
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Cristiano, Rodrigo; Westphal, Eduard; Bechtold, Ivan H.; Bortoluzzi, Adailton J.; Gallardo, Hugo Tetrahedron, 2007 , vol. 63, # 13 p. 2851 - 2858
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Route3
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In-stock
120-44-5 - ~%
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In-stock
33288-79-8
References
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Back, Jong-Beom; Harris, Frank W. Macromolecules, 2005 , vol. 38, # 2 p. 297 - 306
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 74.6
- LogP 2.1634
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 3
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Key Words
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