Lot numbers can be found on the outside label of a product:
3-Chloro-4-hydroxybenzaldehyde
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CAS No. 2420-16-8
- Cat. No. CS-W008817
- Purity≥97%
- MDL No.MFCD00016981
*For research and further manufacturing use only, not for direct human use.
Structure of 2420-16-8
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General Information
- CAS No. 2420-16-8
- Cat. No. CS-W008817
- Purity ≥97%
- MDL No. MFCD00016981
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₅ClO₂
- Molecular Weight 156.57
- Synonym(s) 4-Hydroxy-3-chlorobenzaldehyde; 4-Hydroxy-5-chlorobenzaldehyde; 3-CHLORO-4-HYROXYBENZALDEHYDE; 3-Chloro-4-hydroxybenzaldehyde
- SMILES O=CC1=CC=C(O)C(Cl)=C1
Description
3-Chloro-4-hydroxybenzaldehyde features a hydroxyl group adjacent to a chlorine-substituted benzene ring, enabling strong hydrogen bonding and enhanced solubility in polar solvents. This electron-deficient aldehyde integrates readily into coupling reactions, serving as a key building block for bioactive molecules and functional materials.
Application
3-Chloro-4-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinoline derivatives, and other heterocyclic scaffolds. The aldehyde group facilitates nucleophilic addition and condensation reactions, while the phenolic hydroxyl and chloro substituents offer orthogonal reactivity for selective functionalization. Bench-stable and readily purified by recrystallization, it functions effectively in standard coupling and cyclization protocols.
Synthesis
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Route1
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123-08-0 - ~94%
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In-stock
2420-16-8
References
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Rama Rao; Chakraborty; Laxma Reddy; Srinivasa Rao Tetrahedron Letters, 1994 , vol. 35, # 28 p. 5043 - 5046
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Route2
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In-stock
6640-27-3 - ~85%
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In-stock
2420-16-8
References
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Jiang, Jian-An; Chen, Cheng; Guo, Ying; Liao, Dao-Hua; Pan, Xian-Dao; Ji, Ya-Fei Green Chemistry, 2014 , vol. 16, # 5 p. 2807 - 2814
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Route3
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105960-29-0 - ~77%
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In-stock
2420-16-8
References
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Florent, Jean-Claude; Dong, Xia; Gaudel, Gilbert; Mitaku, Sofia; Monneret, Claude; Gesson, Jean-Pierre; Jacquesy, Jean-Claude; Mondon, Martine; Renoux, Brigitte; Andrianomenjanahary, Solo; Michel, Sylvie; Koch, Michel; Tillequin, Francois; Gerken, Manfred; Czech, Joerg; Straub, Rainer; Bosslet, Klaus Journal of Medicinal Chemistry, 1998 , vol. 41, # 19 p. 3572 - 3581
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07
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Signal Word : Danger
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UN#: 1759
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H302-H315-H317-H318-H335
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Precautionary Statements : P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-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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