Lot numbers can be found on the outside label of a product:
1-(2-Amino-5-bromophenyl)ethanone
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CAS No. 29124-56-9
- Cat. No. CS-W004802
- Purity≥97%
- MDL No.MFCD09834638
*For research and further manufacturing use only, not for direct human use.
Structure of 29124-56-9
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General Information
- CAS No. 29124-56-9
- Cat. No. CS-W004802
- Purity ≥97%
- MDL No. MFCD09834638
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈BrNO
- Molecular Weight 214.06
- Synonym(s) 2'-Amino-5'-bromoacetophenone
- SMILES NC1=C(C=C(C=C1)Br)C(C)=O
Description
1-(2-Amino-5-bromophenyl)ethanone features a brominated aromatic ring paired with an amino group in the meta position, enabling selective coupling reactions. The acetyl moiety provides a handle for further functionalization, while the electron-donating amine enhances reactivity in electrophilic substitution. This compound serves as a key intermediate in pharmaceutical synthesis and conjugated materials development under standard bench conditions.
Application
1-(2-Amino-5-bromophenyl)ethanone serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both amino and bromo functional groups for downstream cross-coupling and heterocycle formation. Its bench-stable nature and compatibility with palladium-catalyzed reactions facilitate efficient synthesis of complex aromatic scaffolds. Functions as a key intermediate in the construction of bioactive molecules requiring ortho-substituted aniline motifs.
Synthesis
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Route1
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551-93-9 - ~94%
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In-stock
29124-56-9
References
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Huang, Zhongxing; Yang, Yang; Xiao, Qing; Zhang, Yan; Wang, Jianbo European Journal of Organic Chemistry, 2012 , # 33 p. 6586 - 6593
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Route2
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917-54-4 -
In-stock
5794-88-7 - ~60%
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In-stock
29124-56-9
References
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Zhang, Puwen; Kern, Jeffrey C.; Terefenko, Eugene A.; Fensome, Andrew; Unwalla, Ray; Zhang, Zhiming; Cohen, Jeffrey; Berrodin, Thomas J.; Yudt, Matthew R.; Winneker, Richard C.; Wrobel, Jay Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 13 p. 6589 - 6600
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References
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Bass, Jonathan Y.; Caravella, Justin A.; Chen, Lihong; Creech, Katrina L.; Deaton, David N.; Madauss, Kevin P.; Marr, Harry B.; McFadyen, Robert B.; Miller, Aaron B.; Mills, Wendy Y.; Navas III, Frank; Parks, Derek J.; Smalley Jr., Terrence L.; Spearing, Paul K.; Todd, Dan; Williams, Shawn P.; Wisely, G. Bruce Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 4 p. 1206 - 1213
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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 43.09
- LogP 2.2339
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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