Lot numbers can be found on the outside label of a product:
3-(Chloromethyl)-2-hydroxy-5-nitrobenzaldehyde
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CAS No. 16644-30-7
- Cat. No. CS-0199510
- Purity≥97%
- MDL No.MFCD00191331
*For research and further manufacturing use only, not for direct human use.
Structure of 16644-30-7
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General Information
- CAS No. 16644-30-7
- Cat. No. CS-0199510
- Purity ≥97%
- MDL No. MFCD00191331
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₆ClNO₄
- Molecular Weight None
- Synonym(s) Chloromethylnitrosalicyaldehyde
- SMILES C1=C(C=C(C=O)C(=C1CCl)O)[N+](=O)[O-]
Description
This chloromethyl-substituted benzaldehyde features a hydroxyl group at the ortho position and a nitro group at the para position, creating a uniquely reactive scaffold. The aldehyde functionality enables efficient coupling reactions, while the chloromethyl moiety facilitates nucleophilic substitution under mild conditions. The electron-withdrawing nitro group enhances electrophilicity of the carbonyl center, promoting reactivity in synthetic transformations. This compound serves as a valuable building block for functionalized aromatic systems in medicinal chemistry and materials science.
Application
3-(Chloromethyl)-2-hydroxy-5-nitrobenzaldehyde serves as a versatile synthetic building block for the construction of heterocyclic scaffolds and functionalized aromatic systems. The molecule combines a reactive chloromethyl group, a hydroxyl function, and a nitro-substituted aldehyde—enabling sequential transformations including nucleophilic substitution, condensation reactions, and cyclizations. Its bench-stable nature and compatibility with standard protecting group strategies facilitate efficient multi-step synthesis in medicinal chemistry and materials development.
Synthesis
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Route1
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107-30-2 -
In-stock
97-51-8 - ~72%
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In-stock
16644-30-7
References
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OTSUKA KAGAKU KABUSHIKI KAISHA Patent: EP529100 A1, 1993 ;
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Route2
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In-stock
97-51-8
- ~80%
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In-stock
16644-30-7
References
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Otsuka Kagaku Kabushiki Kaisha Patent: US5521269 A1, 1996 ;
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Route3
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100-02-7
- ~%
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In-stock
16644-30-7
References
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European Journal of Organic Chemistry, , # 4 p. 1050 - 1056
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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-H319
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Precautionary Statements : P264-P270-P280-P301+P310-P305+P351+P338-P330-P337+P313-P501
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Quality Control
Computational Chemistry Data
- TPSA 80.44
- LogP 1.8517
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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