Lot numbers can be found on the outside label of a product:
5-Bromo-2-hydroxy-3-methylbenzaldehyde
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CAS No. 33172-56-4
- Cat. No. CS-0104912
- Purity≥97%
- MDL No.MFCD01040324
*For research and further manufacturing use only, not for direct human use.
Structure of 33172-56-4
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General Information
- CAS No. 33172-56-4
- Cat. No. CS-0104912
- Purity ≥97%
- MDL No. MFCD01040324
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇BrO₂
- Molecular Weight 215.05
- Synonym(s) 5-bromo-3-methylsalicylaldehyde
- SMILES O=CC1=CC(Br)=CC(C)=C1O
Description
5-Bromo-2-hydroxy-3-methylbenzaldehyde features a brominated aromatic core with strategically positioned hydroxyl and methyl groups, enabling selective functionalization in synthetic routes. The aldehyde moiety provides a reactive handle for coupling reactions under mild conditions. This compound exhibits enhanced solubility in polar organic solvents and stability during storage, facilitating use in pharmaceutical intermediates and agrochemical synthesis.
Application
5-Bromo-2-hydroxy-3-methylbenzaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic research. Its ortho-hydroxyl and aldehyde functionalities enable sequential transformations, including Suzuki-Miyaura coupling and oxidation to carboxylic acids. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the methyl group provides steric and electronic modulation. This compound exhibits bench stability and compatibility with standard purification protocols, making it suitable for multi-step synthesis of complex heterocycles and bioactive scaffolds.
Synthesis
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Route1
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In-stock
824-42-0 - ~98%
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In-stock
33172-56-4
References
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Baleizao, Carlos; Gigante, Barbara; Garcia, Hermenegildo; Corma, Avelino Journal of Catalysis, 2004 , vol. 221, # 1 p. 77 - 84
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Route2
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50-00-0 -
In-stock
2362-12-1 - ~37%
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In-stock
33172-56-4
References
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Institute of Medicinal Molecular Design, Inc. Patent: EP2272817 A1, 2011 ; Location in patent: Page/Page column 271 ;
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Route3
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In-stock
14804-31-0 - ~%
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In-stock
33172-56-4
References
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Institute of Medicinal Molecular Design, Inc. Patent: EP2272817 A1, 2011 ;
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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-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 37.3
- LogP 2.27562
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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