Lot numbers can be found on the outside label of a product:
(4-Bromo-3-fluorophenyl)methanol
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CAS No. 222978-01-0
- Cat. No. CS-W010488
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 222978-01-0
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General Information
- CAS No. 222978-01-0
- Cat. No. CS-W010488
- Purity ≥97%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆BrFO
- Molecular Weight 205.03
- Synonym(s) 4-Bromo-3-Fluorobenzenemethanol
- SMILES OCC1=CC=C(Br)C(F)=C1
Description
This (4-bromo-3-fluorophenyl)methanol features a brominated and fluorinated aromatic core with a primary alcohol handle, enabling direct functionalization in cross-coupling and derivatization workflows. The electron-withdrawing halogens enhance reactivity in palladium-catalyzed transformations while maintaining bench-stable handling under standard conditions.
Application
(4-Bromo-3-fluorophenyl)methanol serves as a versatile building block in medicinal chemistry, enabling direct introduction of a benzyl handle bearing orthogonal halogen handles for subsequent cross-coupling. Its bench-stable nature and compatibility with Pd-catalyzed reactions facilitate efficient construction of complex biaryl architectures. The presence of both bromo and fluoro substituents supports sequential functionalization strategies in late-stage diversification workflows.
Synthesis
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Route1
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In-stock
153556-42-4 - ~98%
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In-stock
222978-01-0
References
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DeSolms, S. Jane; Ciccarone, Terrence M.; MacTough, Suzanne C.; Shaw, Anthony W.; Buser, Carolyn A.; Ellis-Hutchings, Michelle; Fernandes, Christine; Hamilton, Kelly A.; Huber, Hans E.; Kohl, Nancy E.; Lobell, Robert B.; Robinson, Ronald G.; Tsou, Nancy N.; Walsh, Eileen S.; Graham, Samuel L.; Beese, Lorena S.; Taylor, Jeffrey S. Journal of Medicinal Chemistry, 2003 , vol. 46, # 14 p. 2973 - 2984
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Route2
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In-stock
849758-12-9 - ~96%
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In-stock
222978-01-0
References
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Crosignani, Stefano; Pretre, Adeline; Jorand-Lebrun, Catherine; Fraboulet, Gaele; Seenisamy, Jeyaprakashnarayanan; Augustine, John Kallikat; Missotten, Marc; Humbert, Yves; Cleva, Christophe; Abla, Nada; Daff, Hamina; Schott, Olivier; Schneider, Manfred; Burgat-Charvillon, Fabienne; Rivron, Delphine; Hamernig, Ingrid; Arrighi, Jean-Francois; Gaudet, Marilene; Zimmerli, Simone C.; Juillard, Pierre; Johnson, Zoe Journal of Medicinal Chemistry, 2011 , vol. 54, # 20 p. 7299 - 7317
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Route3
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In-stock
133059-43-5 - ~94%
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In-stock
222978-01-0
References
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BOEHRINGER INGELHEIM INTERNATIONAL GmbH; CARSON, Rebekah J.; FADER, Lee; KAWAI, Stephen; LANDRY, Serge Patent: WO2009/62288 A1, 2009 ; Location in patent: Page/Page column 112 ;
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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 20.23
- LogP 2.0805
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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