Lot numbers can be found on the outside label of a product:
3-Bromo-4-chlorobenzaldehyde
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CAS No. 86265-88-5
- Cat. No. CS-W005074
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 86265-88-5
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General Information
- CAS No. 86265-88-5
- Cat. No. CS-W005074
- Purity ≥97%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₄BrClO
- Molecular Weight 219.46
- Synonym(s) Benzaldehyde, 3-bromo-4-chloro-
- SMILES O=CC1=CC=C(Cl)C(Br)=C1
Description
3-Bromo-4-chlorobenzaldehyde features a dual-halo substitution pattern on the benzene ring, delivering enhanced reactivity in cross-coupling transformations. The aldehyde group enables direct functionalization or conjugation, while the ortho-bromine and meta-chlorine substituents provide orthogonal handles for sequential derivatization under standard palladium-catalyzed conditions. This compound serves as a high-purity building block for advanced synthetic intermediates in medicinal chemistry and materials science.
Application
3-Bromo-4-chlorobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The aldehyde functionality facilitates imine formation, reductive amination, and oxime derivatization, while the bromo and chloro substituents offer complementary sites for selective functionalization. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step syntheses requiring precise regiocontrol.
Synthesis
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Route1
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In-stock
329218-12-4 - ~90%
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In-stock
86265-88-5
References
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Maxia Pharmaceuticals, Inc. Patent: US6515003 B1, 2003 ;
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Route2
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203179-00-4 - ~%
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In-stock
86265-88-5
References
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US5969139 A1, ; US 5969139 A
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Route3
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77740-83-1 - ~83%
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In-stock
86265-88-5
References
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Carroll, William A.; Altenbach, Robert J.; Bai, Hao; Brioni, Jorge D.; Brune, Michael E.; Buckner, Steven A.; Cassidy, Christopher; Chen, Yiyuan; Coghlan, Michael J.; Daza, Anthony V.; Drizin, Irene; Fey, Thomas A.; Fitzgerald, Michael; Gopalakrishnan, Murali; Gregg, Robert J.; Henry, Rodger F.; Holladay, Mark W.; King, Linda L.; Kort, Michael E.; Kym, Philip R.; Milicic, Ivan; Tang, Rui; Turner, Sean C.; Whiteaker, Kristi L.; Yi, Lin; Zhang, Henry; Sullivan, James P. Journal of Medicinal Chemistry, 2004 , vol. 47, # 12 p. 3163 - 3179
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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 2.915
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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