Lot numbers can be found on the outside label of a product:
4-Chloro-2-hydroxybenzaldehyde
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CAS No. 2420-26-0
- Cat. No. CS-W007810
- Purity≥98%
- MDL No.MFCD06252499
*For research and further manufacturing use only, not for direct human use.
Structure of 2420-26-0
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General Information
- CAS No. 2420-26-0
- Cat. No. CS-W007810
- Purity ≥98%
- MDL No. MFCD06252499
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₅ClO₂
- Molecular Weight 156.57
- Synonym(s) Benzaldehyde, 4-chloro-2-hydroxy-
- SMILES ClC1=CC(=C(C=O)C=C1)O
Description
4-Chloro-2-hydroxybenzaldehyde features a hydroxyl group ortho to the aldehyde, enabling intramolecular hydrogen bonding that enhances stability and influences reactivity. This electron-deficient aromatic scaffold integrates readily into synthetic pathways for bioactive molecules, particularly in pharmaceutical intermediates and ligand design.
Application
4-Chloro-2-hydroxybenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of bioactive heterocycles and pharmaceutical intermediates. Its ortho-hydroxyl group facilitates intramolecular cyclization, while the aldehyde functionality supports nucleophilic addition and condensation reactions. The electron-withdrawing chlorine substituent enhances reactivity in electrophilic substitution and improves metabolic stability in downstream drug candidates. This compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for routine laboratory-scale synthesis and process development.
Synthesis
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Route1
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64917-81-3 - ~71%
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In-stock
2420-26-0
References
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Lu, Tianbao; Milkiewicz, Karen L.; Raboisson, Pierre; Cummings, Maxwell David; Calvo, Raul R.; Parks, Daniel J.; Lafrance III, Louis V.; Marugan Sanchez, Juan Jose; Gushue, Joan; Leonard, Kristi Patent: US2004/220179 A1, 2004 ; Location in patent: Page 32-33 ;
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Route2
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82944-19-2 - ~71%
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In-stock
2420-26-0
References
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Bajwa, Naval; Jennings, Michael P. Journal of Organic Chemistry, 2006 , vol. 71, # 9 p. 3646 - 3649
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Route3
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108-43-0
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925-90-6
- ~%
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In-stock
2420-26-0
References
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US5861359 A1, ;
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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 37.3
- LogP 1.8581
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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