Lot numbers can be found on the outside label of a product:
5-Bromo-2-fluoro-3-methylbenzaldehyde
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CAS No. 903875-64-9
- Cat. No. CS-0153724
- Purity≥97%
- MDL No.MFCD11110261
*For research and further manufacturing use only, not for direct human use.
Structure of 903875-64-9
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General Information
- CAS No. 903875-64-9
- Cat. No. CS-0153724
- Purity ≥97%
- MDL No. MFCD11110261
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₆BrFO
- Molecular Weight 217.04
- Synonym(s) 5-Bromo-2-?uoro-3-methylbenzaldehyde
- SMILES CC1=C(C(=CC(=C1)Br)C=O)F
Description
5-Bromo-2-fluoro-3-methylbenzaldehyde features a trifunctional aromatic core with bromine, fluorine, and methyl groups positioned for selective downstream coupling. The aldehyde functionality enables direct integration into Suzuki-Miyaura and Ullmann-type transformations. This electron-deficient aryl scaffold offers enhanced reactivity in cross-coupling workflows while maintaining bench-stable handling characteristics under standard conditions.
Application
5-Bromo-2-fluoro-3-methylbenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of substituted heterocycles and functionalized aromatic scaffolds. The ortho-fluoro and meta-bromo substituents provide orthogonal reactivity for palladium-catalyzed cross-coupling and electrophilic substitution, while the aldehyde group facilitates imine formation, reductive amination, and condensation reactions. Bench-stable and compatible with standard purification protocols, it functions reliably in multi-step syntheses requiring precise regiocontrol.
Synthesis
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Route1
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68-12-2 - ~%
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In-stock
903875-64-9
References
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SCHERING CORPORATION Patent: WO2006/81230 A2, 2006 ; Location in patent: Page/Page column 92-93 ; WO 2006/081230 A2
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Route2
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In-stock
51437-00-4 -
108-18-9
- ~%
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In-stock
903875-64-9
References
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Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep Patent: US2014/171308 A1, 2014 ; Location in patent: Page/Page column ;
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Route3
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In-stock
51437-00-4
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68-12-2
- ~94%
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In-stock
903875-64-9
References
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Antonysamy, Stephen; Hirst, Gavin; Park, Frances; Sprengeler, Paul; Stappenbeck, Frank; Steensma, Ruo; Wilson, Mark; Wong, Melissa Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 1 p. 279 - 282
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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 17.07
- LogP 2.70912
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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