Lot numbers can be found on the outside label of a product:
5-Chloro-2-hydroxy-3-methylbenzaldehyde
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CAS No. 23602-63-3
- Cat. No. CS-0308622
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 23602-63-3
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General Information
- CAS No. 23602-63-3
- Cat. No. CS-0308622
- Purity ≥98%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇ClO₂
- Molecular Weight 170.59
- Synonym(s) VHR BQ EG C1 [WLN]
- SMILES CC1=C(C(=CC(=C1)Cl)C=O)O
Description
5-Chloro-2-hydroxy-3-methylbenzaldehyde features a unique trifunctional scaffold combining a chloro group, phenolic hydroxyl, and aldehyde moiety on a substituted benzene ring. This electron-deficient aryl system enables selective coupling reactions under mild conditions. The ortho-hydroxyaldehyde motif facilitates chelation in transition metal complexes, while the methyl substituent enhances steric profile and solubility. Bench-stable and moisture-tolerant, this compound serves as a key building block for bioactive heterocycles and functional materials.
Application
5-Chloro-2-hydroxy-3-methylbenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted heterocycles and bioactive scaffolds. Its ortho-hydroxy and aldehyde functionalities facilitate cyclization reactions, while the chloro and methyl groups provide regiochemical control and enhanced metabolic stability. The compound exhibits bench stability and compatibility with common functional group transformations, supporting its use in medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
1570-64-5 -
925-90-6 - ~60%
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In-stock
23602-63-3
References
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PHARMACIA CORPRATION Patent: WO2004/60376 A1, 2004 ; Location in patent: Page/Page column 181 ;
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Route2
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50-00-0
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In-stock
1570-64-5
- ~61%
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In-stock
23602-63-3
References
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Nagarajan, Srinivasan R.; Devadas, Balekudru; Malecha, James W.; Lu, Hwang-Fun; Ruminski, Peter G.; Rico, Joseph G.; Rogers, Thomas E.; Marrufo, Laura D.; Collins, Joe T.; Kleine, H. Peter; Lantz, Melissa K.; Zhu, Jun; Green, Nawasa F.; Russell, Mark A.; Landis, Bryan H.; Miller, Lawrence M.; Meyer, Debra M.; Duffin, Tiffany D.; Engleman, V. Wayne; Finn, Mary B.; Freeman, Sandra K.; Griggs, David W.; Williams, Melanie L.; Nickols, Maureen A.; Pegg, Jodi A.; Shannon, Kristen E.; Steininger, Christina; Westlin, Marisa M.; Nickols, G. Alan; Keene, Jeffery L. Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 11 p. 3783 - 3800
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Route3
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67-66-3
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In-stock
1570-64-5
- ~%
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In-stock
23602-63-3
References
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European Journal of Medicinal Chemistry, , vol. 31, # 6 p. 449 - 460
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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-P501
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Quality Control
Computational Chemistry Data
- TPSA 37.3
- LogP 2.16652
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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