Lot numbers can be found on the outside label of a product:
Ethyl 2-bromobenzoate
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CAS No. 6091-64-1
- Cat. No. CS-0097784
- Purity≥98%
- MDL No.MFCD00015443
*For research and further manufacturing use only, not for direct human use.
Structure of 6091-64-1
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General Information
- CAS No. 6091-64-1
- Cat. No. CS-0097784
- Purity ≥98%
- MDL No. MFCD00015443
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₉BrO₂
- Molecular Weight 229.07
- Synonym(s) piperazine-1,4-diylbis(phenylmethanone)
- SMILES O=C(OCC)C1=CC=CC=C1Br
Description
Ethyl 2-bromobenzoate serves as a key synthetic intermediate for brominated aromatic compounds. The ortho-bromo substituent enhances electrophilic reactivity, while the ester group enables further transformations via nucleophilic addition or reduction. This bench-stable reagent integrates seamlessly into cross-coupling and functionalization workflows under standard conditions.
Application
Ethyl 2-bromobenzoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The ortho-bromo substituent provides high reactivity in transition metal-mediated transformations, while the ester group offers compatibility with standard functional group manipulations. Its bench-stable nature and straightforward purification make it ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.
Synthesis
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Route1
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64-17-5 -
In-stock
88-65-3 - ~89%
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In-stock
6091-64-1
References
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Matos, Marie-Christine; Murphy, Paul V. Journal of Organic Chemistry, 2007 , vol. 72, # 5 p. 1803 - 1806
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Route2
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75-03-6
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In-stock
88-65-3
- ~%
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In-stock
6091-64-1
References
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US5374615 A1, ;
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Route3
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In-stock
93-89-0 - ~73%
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In-stock
6091-64-1
References
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Sun, Xiuyun; Shan, Gang; Sun, Yonghui; Rao, Yu Angewandte Chemie - International Edition, 2013 , vol. 52, # 16 p. 4440 - 4444 Angew. Chem., 2013 , vol. 125, # 16 p. 4536 - 4540,5
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Safety Information
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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 26.3
- LogP 2.6258
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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