Lot numbers can be found on the outside label of a product:
5-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde
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CAS No. 153759-58-1
- Cat. No. CS-0132177
- Purity≥98%
- MDL No.MFCD00456060
*For research and further manufacturing use only, not for direct human use.
Structure of 153759-58-1
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General Information
- CAS No. 153759-58-1
- Cat. No. CS-0132177
- Purity ≥98%
- MDL No. MFCD00456060
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₃BrO₂
- Molecular Weight 257.12
- Synonym(s) 5-bromo-3-tert-butyl-2-hydroxybenzaldehyde
- SMILES O=CC1=CC(Br)=CC(C(C)(C)C)=C1O
Description
5-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde features a sterically shielded tert-butyl group and a phenolic hydroxyl, enhancing stability and solubility in organic media. The bromine substituent enables facile cross-coupling reactions, while the aldehyde function serves as a direct handle for imine formation or reductive amination. This combination delivers a robust scaffold for synthesizing bioactive heterocycles and functionalized aromatics under standard conditions.
Application
5-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and materials synthesis, enabling efficient access to substituted benzene scaffolds. The ortho-hydroxy and aldehyde functionalities facilitate cyclizations and metal-catalyzed coupling reactions, while the sterically hindered tert-butyl group enhances stability and aids in purification. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for multi-step synthesis and process development.
Synthesis
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Route1
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In-stock
24623-65-2 - ~99%
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In-stock
153759-58-1
References
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Schoenfeld, Ryan C.; Bourdet, David L.; Brameld, Ken A.; Chin, Elbert; De Vicente, Javier; Fung, Amy; Harris, Seth F.; Lee, Eun K.; Le Pogam, Sophie; Leveque, Vincent; Li, Jim; Lui, Alfred S.-T.; Najera, Isabel; Rajyaguru, Sonal; Sangi, Michael; Steiner, Sandra; Talamas, Francisco X.; Taygerly, Joshua P.; Zhao, Junping Journal of Medicinal Chemistry, 2013 , vol. 56, # 20 p. 8163 - 8182
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Route2
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474555-29-8 - ~%
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In-stock
153759-58-1
References
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EP1391451 A1, ; Page 161 ;
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Route3
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100-97-0
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In-stock
10323-39-4 - ~80%
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In-stock
153759-58-1
References
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Holbach, Michael; Weck, Marcus Journal of Organic Chemistry, 2006 , vol. 71, # 5 p. 1825 - 1836
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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 3.2647
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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