Lot numbers can be found on the outside label of a product:
4-(Benzyloxy)-2-hydroxybenzaldehyde
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CAS No. 52085-14-0
- Cat. No. CS-0156189
- Purity≥98%
- MDL No.MFCD01075698
*For research and further manufacturing use only, not for direct human use.
Structure of 52085-14-0
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General Information
- CAS No. 52085-14-0
- Cat. No. CS-0156189
- Purity ≥98%
- MDL No. MFCD01075698
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₂O₃
- Molecular Weight None
- Synonym(s) 4-Benzyloxysalicylaldehyde
- SMILES C1=CC=C(C=C1)COC2=CC(=C(C=C2)C=O)O
Description
4-(Benzyloxy)-2-hydroxybenzaldehyde features a benzyl ether-protected phenolic hydroxyl and an aldehyde group, enabling selective functionalization in complex synthesis. The electron-rich aromatic system enhances reactivity in electrophilic transformations, while the benzyloxy moiety offers stability under standard conditions. This scaffold integrates readily into natural product analogs and bioactive molecule frameworks.
Application
4-(Benzyloxy)-2-hydroxybenzaldehyde serves as a versatile building block in the synthesis of bioactive heterocycles and natural product analogs. Its ortho-hydroxyl and aldehyde functionalities enable efficient cyclization reactions, while the benzyloxy group provides robust protection for phenolic hydroxyls under standard synthetic conditions. The compound exhibits good bench stability and facilitates purification via standard chromatographic methods, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.
Synthesis
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Route1
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100-39-0 -
In-stock
95-01-2 - ~98%
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In-stock
52085-14-0
References
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Tanc, Muhammet; Carta, Fabrizio; Bozdag, Murat; Scozzafava, Andrea; Supuran, Claudiu T. Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 15 p. 4502 - 4510
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Route2
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13246-46-3 - ~91%
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In-stock
52085-14-0
References
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Baldwin, Jack E.; Haraldsson, Gudmundur G. Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1986 , vol. 40, # 5 p. 400 - 401
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Route3
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100-44-7
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In-stock
95-01-2
- ~85%
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In-stock
52085-14-0
References
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Tong, Ling; Xiong, Ruisheng; Jiang, Hong; Jiang, Xiangrui; Sun, Hongbin; Jiang, Hualiang; Shen, Jingshan Heterocycles, 2010 , vol. 81, # 7 p. 1697 - 1702
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Safety Information
Download SDS|
GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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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 : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 46.53
- LogP 2.7837
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 4
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Key Words
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