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1-Hydroxynaphthalene-2-carbaldehyde
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CAS No. 574-96-9
- Cat. No. CS-0060583
- Purity≥97%
- MDL No.MFCD00092325
*For research and further manufacturing use only, not for direct human use.
Structure of 574-96-9
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General Information
- CAS No. 574-96-9
- Cat. No. CS-0060583
- Purity ≥97%
- MDL No. MFCD00092325
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₈O₂
- Molecular Weight None
- Synonym(s) 1-Naphthol-2-carboxaldehyde
- SMILES C1=CC=C2C(=C1)C=CC(=C2O)C=O
Description
1-Hydroxynaphthalene-2-carbaldehyde features a naphthalene scaffold bearing both hydroxyl and aldehyde functionalities at adjacent positions, enabling direct participation in condensation reactions. The ortho-hydroxyaldehyde motif facilitates intramolecular hydrogen bonding, enhancing stability and directing reactivity in synthetic transformations. This structure supports efficient access to fused heterocycles and functionalized aromatic systems under mild conditions.
Application
1-Hydroxynaphthalene-2-carbaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to naphthoquinone derivatives and functionalized heterocycles. Its ortho-hydroxyaldehyde motif facilitates intramolecular cyclization and acts as a key intermediate in the synthesis of bioactive scaffolds. The compound exhibits good bench stability and compatibility with standard functional group manipulations, supporting its use in multi-step syntheses requiring selective transformations.
Synthesis
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Route1
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73220-21-0 - ~92%
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In-stock
574-96-9
References
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Guo, Zhao-Qi; Chen, Wei-Qiang; Duan, Xuan-Ming Organic Letters, 2010 , vol. 12, # 10 p. 2202 - 2205
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Route2
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In-stock
50493-10-2 - ~97%
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In-stock
574-96-9
References
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Ranade, Anup A.; Joseph, Augustine R.; Kumbhar, Virendra B.; Paradkar, Madhusudan V. Journal of Chemical Research, Miniprint, 2003 , # 8 p. 857 - 868 Title/Abstract Full Text Show Details Ranade, Anup A.; Joseph, Augustine R.; Kumbhar, Virendra B.; Paradkar, Madhusudan V. Journal of Chemical Research, Miniprint, 2003 , # 11 p. 1175 - 1184
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Route3
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50-00-0
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90-15-3 - ~33%
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In-stock
574-96-9
References
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Lim, Chae Jo; Choi, Jun Young; Lee, Byung Ho; Oh, Kwang-Seok; Yi, Kyu Yang Chemical and Pharmaceutical Bulletin, 2013 , vol. 61, # 12 p. 1239 - 1247
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS09
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Signal Word : Warning
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UN#: 3077
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Class : 9
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Packing Group : Ⅲ
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Hazard Statements : H400-H410
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Precautionary Statements : P273-P391-P501
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Quality Control
Computational Chemistry Data
- TPSA 37.3
- LogP 2.3579
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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