Lot numbers can be found on the outside label of a product:
4-Bromo-3-methoxybenzaldehyde
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CAS No. 43192-34-3
- Cat. No. CS-W005212
- Purity≥98%
- MDL No.MFCD11846303
*For research and further manufacturing use only, not for direct human use.
Structure of 43192-34-3
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General Information
- CAS No. 43192-34-3
- Cat. No. CS-W005212
- Purity ≥98%
- MDL No. MFCD11846303
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇BrO₂
- Molecular Weight 215.04
- Synonym(s) Benzaldehyde, 4-bromo-3-methoxy-
- SMILES COC1=C(Br)C=CC(C=O)=C1
Description
4-Bromo-3-methoxybenzaldehyde features a bromine substituent and methoxy group positioned ortho to the aldehyde functionality, enabling selective coupling in cross-coupling reactions. The electron-rich aromatic system enhances reactivity in Suzuki-Miyaura and Negishi transformations, while the aldehyde remains stable under standard conditions. This compound serves as a key intermediate in synthesizing bioactive molecules and functional materials.
Application
4-Bromo-3-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and materials synthesis, enabling efficient access to substituted benzimidazoles, heterocycles, and pharmaceutical intermediates. Its aldehyde functionality facilitates coupling reactions such as Ugi, Wittig, and reductive amination, while the bromo and methoxy groups offer orthogonal handles for further functionalization via Pd-catalyzed cross-coupling or electrophilic substitution. The compound exhibits excellent bench stability and is readily purified by flash chromatography or recrystallization, making it well-suited for scalable synthetic workflows.
Synthesis
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Route1
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In-stock
90151-40-9 - ~%
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In-stock
43192-34-3
References
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N.V. Organon Patent: US2010/324021 A1, 2010 ; Location in patent: Page/Page column 11; 12 ; US 20100324021 A1
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Route2
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In-stock
17100-64-0 - ~75%
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In-stock
43192-34-3
References
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Zhang, Qin; Zhong, Ying; Yan, Lin-Na; Sun, Xun; Gong, Tao; Zhang, Zhi-Rong Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 3 p. 1010 - 1014
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Route3
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In-stock
755027-18-0 -
68-12-2 - ~67%
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In-stock
43192-34-3
References
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Dabrowski, Marek; Kubicka, Joanna; Lulinski, Sergiusz; Serwatowski, Janusz Tetrahedron, 2005 , vol. 61, # 27 p. 6590 - 6595
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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 26.3
- LogP 2.2702
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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