Lot numbers can be found on the outside label of a product:
2-Hydroxy-5-(trifluoromethoxy)benzaldehyde
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CAS No. 93249-62-8
- Cat. No. CS-W015351
- Purity≥98%
- MDL No.MFCD00075249
*For research and further manufacturing use only, not for direct human use.
Structure of 93249-62-8
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General Information
- CAS No. 93249-62-8
- Cat. No. CS-W015351
- Purity ≥98%
- MDL No. MFCD00075249
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₅F₃O₃
- Molecular Weight 206.12
- Synonym(s) benzaldehyde, 2-hydroxy-5-(trifluoromethoxy)-
- SMILES O=CC1=CC(OC(F)(F)F)=CC=C1O
Description
2-Hydroxy-5-(trifluoromethoxy)benzaldehyde features a phenolic hydroxyl group and a strongly electron-withdrawing trifluoromethoxy substituent, creating a uniquely polarized aromatic system. This combination enhances reactivity in electrophilic substitution and facilitates coordination in transition metal catalysis. The molecule exhibits high stability under standard bench conditions and demonstrates favorable solubility in common organic solvents, enabling seamless integration into synthetic workflows for pharmaceutical intermediates and functional materials.
Application
2-Hydroxy-5-(trifluoromethoxy)benzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling the synthesis of functionalized heterocycles and bioactive scaffolds. Its ortho-hydroxyl and trifluoromethoxy groups confer enhanced solubility and metabolic stability, while the aldehyde functionality facilitates efficient condensation reactions, reductive amination, and imine formation under mild conditions. The compound exhibits good bench stability and is readily purified by crystallization or flash chromatography, making it well-suited for high-throughput synthetic workflows.
Synthesis
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Route1
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In-stock
145742-65-0 - ~82%
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In-stock
93249-62-8
References
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ARRAY BIOPHARMA INC.; GENENTECH, INC.; HICKEN, Erik James; HUNT, Kevin W.; RODRIGUEZ, Martha E.; TANG, Tony P.; SIU, Michael Patent: WO2013/148851 A1, 2013 ; Location in patent: Paragraph 00244 ;
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Route2
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896732-42-6 -
68-12-2
- ~17%
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In-stock
93249-62-8
References
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Peschke, Bernd; Bak, Sonja; Hohlweg, Rolf; Nielsen, Rita; Viuff, Dorthe; Rimvall, Karin Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 12 p. 3162 - 3165
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Route3
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50-00-0
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In-stock
828-27-3 - ~%
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In-stock
93249-62-8
References
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European Journal of Medicinal Chemistry, , vol. 73, p. 177 - 186
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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 46.53
- LogP 2.1033
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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