Lot numbers can be found on the outside label of a product:
Methyl 2-bromo-3-formylbenzoate
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CAS No. 750585-94-5
- Cat. No. CS-0101083
- Purity≥98%
- MDL No.MFCD11110489
*For research and further manufacturing use only, not for direct human use.
Structure of 750585-94-5
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General Information
- CAS No. 750585-94-5
- Cat. No. CS-0101083
- Purity ≥98%
- MDL No. MFCD11110489
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₇BrO₃
- Molecular Weight 243.06
- Synonym(s) methyl 2-bromo-3-chlorocrotonate
- SMILES O=C(C1=CC=CC(C=O)=C1Br)OC
Description
Methyl 2-bromo-3-formylbenzoate features a strategically positioned formyl group flanked by bromine and ester functionalities, enabling direct incorporation into Suzuki-Miyaura and Negishi coupling cascades. This ortho-heteroatom arrangement enhances reactivity while maintaining stability under standard handling conditions.
Application
Methyl 2-bromo-3-formylbenzoate serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the formyl and bromo positions. Its ortho-substituted architecture supports palladium-catalyzed cross-coupling reactions and selective transformations under mild conditions. The methyl ester facilitates downstream derivatization, while the formyl group permits imine formation or reductive amination. Bench-stable and compatible with standard purification methods, it functions effectively in multi-step synthesis of heterocyclic scaffolds and complex aromatic systems.
Synthesis
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Route1
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1055968-79-0 - ~97%
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In-stock
750585-94-5
References
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Zhang, Yong-Kang; Plattner, Jacob J.; Easom, Eric E.; Waterson, David; Ge, Min; Li, Zhiya; Li, Lingchao; Jian, Yong Tetrahedron Letters, 2011 , vol. 52, # 30 p. 3909 - 3911
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Route2
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In-stock
131001-86-0 - ~59%
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In-stock
750585-94-5
References
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LABORATOIRE BIODIM; CHASSET, Sophie; CHEVREUIL, Francis; LEDOUSSAL, Benoit; LE STRAT, Frederic; BENAROUS, Richard Patent: WO2012/140243 A1, 2012 ; Location in patent: Page/Page column 141 ;
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Route3
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1374020-60-6 - ~87%
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In-stock
750585-94-5
References
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Deraeve, Celine; Guo, Zhong; Bon, Robin S.; Blankenfeldt, Wulf; DiLucrezia, Raffaella; Wolf, Alexander; Menninger, Sascha; Stigter, E. Anouk; Wetzel, Stefan; Choidas, Axel; Alexandrov, Kirill; Waldmann, Herbert; Goody, Roger S.; Wu, Yao-Wen Journal of the American Chemical Society, 2012 , vol. 134, # 17 p. 7384 - 7391
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 2.0482
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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