Lot numbers can be found on the outside label of a product:
Methyl 2-bromo-4-methoxybenzoate
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CAS No. 17100-65-1
- Cat. No. CS-W022802
- Purity≥97%
- MDL No.MFCD12026001
*For research and further manufacturing use only, not for direct human use.
Structure of 17100-65-1
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General Information
- CAS No. 17100-65-1
- Cat. No. CS-W022802
- Purity ≥97%
- MDL No. MFCD12026001
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₉BrO₃
- Molecular Weight 245.07
- Synonym(s) 2-bromo-4-methoxy-benzoic acid methyl ester
- SMILES COC(=O)C1=C(Br)C=C(OC)C=C1
Description
Methyl 2-bromo-4-methoxybenzoate is a brominated aromatic ester featuring a methoxy group at the para position relative to the ester. This electron-rich, bench-stable scaffold enables direct functionalization in cross-coupling reactions and serves as a key intermediate in synthesizing bioactive compounds and advanced materials.
Application
Methyl 2-bromo-4-methoxybenzoate serves as a versatile synthetic intermediate for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The ortho-bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl ester and para-methoxy substituents provide excellent functional group tolerance and stability under standard reaction conditions. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.
Synthesis
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Route1
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67-56-1 -
In-stock
74317-85-4 - ~93%
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In-stock
17100-65-1
References
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Wang, Feijun; Zhang, Yong Jian; Wei, Hao; Zhang, Jiaming; Zhang, Wanbin Tetrahedron Letters, 2007 , vol. 48, # 23 p. 4083 - 4086 Title/Abstract Full Text View citing articles Show Details Wei, Hao; Zhang, Yong Jian; Wang, Feijun; Zhang, Wanbin Tetrahedron Asymmetry, 2008 , vol. 19, # 4 p. 482 - 488
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Route2
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In-stock
101085-03-4 -
74-88-4
- ~97%
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In-stock
17100-65-1
References
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Jung, Kwan-Young; Vanommeslaeghe, Kenno; Lanning, Maryanna E.; Yap, Jeremy L.; Gordon, Caryn; Wilder, Paul T.; Mackerell, Alexander D.; Fletcher, Steven Organic Letters, 2013 , vol. 15, # 13 p. 3234 - 3237
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Route3
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In-stock
100959-22-6 - ~%
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In-stock
17100-65-1
References
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Organic Letters, , vol. 15, # 13 p. 3234 - 3237
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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 35.53
- LogP 2.2443
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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