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3-Bromo-4,5-dimethoxybenzaldehyde
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CAS No. 6948-30-7
- Cat. No. CS-0059215
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 6948-30-7
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General Information
- CAS No. 6948-30-7
- Cat. No. CS-0059215
- Purity ≥98%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₉BrO₃
- Molecular Weight 245.07
- Synonym(s) 5-Bromoveratraldehyde
- SMILES O=CC1=CC(OC)=C(OC)C(Br)=C1
Description
5-Bromoveratraldehyde (3-Bromo-4,5-dimethoxybenzaldehyde) was used to prepare 1-phenyl-2-(4-aryl-1,3,4,5-tetrahydropyrido[2,3-b][1,4]diazepin-2-ylidene)-ethanones.
Application
3-Bromo-4,5-dimethoxybenzaldehyde serves as a versatile building block for the synthesis of functionalized heterocycles and bioactive molecules. Its aldehyde functionality enables efficient nucleophilic additions and condensation reactions, while the bromine atom facilitates palladium-catalyzed cross-couplings. The dimethoxy groups provide enhanced solubility and electronic modulation, supporting predictable reactivity in diverse synthetic sequences. This compound exhibits excellent bench stability and is readily purified by flash chromatography or recrystallization, making it ideal for iterative medicinal chemistry campaigns and process development.
Synthesis
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Route1
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In-stock
2973-76-4 -
74-88-4 - ~98%
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In-stock
6948-30-7
References
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Nakanishi; Suzuki Organic letters, 1999 , vol. 1, # 7 p. 985 - 988
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Route2
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In-stock
2973-76-4
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77-78-1
- ~94%
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In-stock
6948-30-7
References
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Tadross, Pamela M.; Gilmore, Christopher D.; Bugga, Pradeep; Virgil, Scott C.; Stoltz, Brian M. Organic Letters, 2010 , vol. 12, # 6 p. 1224 - 1227
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Route3
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121-33-5 - ~%
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In-stock
6948-30-7
References
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Journal of Antibiotics, , vol. 46, # 9 p. 1458 - 1470
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 35.53
- LogP 2.2788
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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