Lot numbers can be found on the outside label of a product:
2-Bromo-1-(3-bromophenyl)ethanone
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CAS No. 18523-22-3
- Cat. No. CS-W012301
- Purity≥98%
- MDL No.MFCD00082698
*For research and further manufacturing use only, not for direct human use.
Structure of 18523-22-3
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General Information
- CAS No. 18523-22-3
- Cat. No. CS-W012301
- Purity ≥98%
- MDL No. MFCD00082698
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₆Br₂O
- Molecular Weight 277.94
- Synonym(s) 3'-BROMOPHENACYLBROMIDE
- SMILES BrC1=CC(C(CBr)=O)=CC=C1
Description
2-Bromo-1-(3-bromophenyl)ethanone features a brominated aryl ketone scaffold with enhanced reactivity due to ortho-halogen substitution. This bench-stable compound integrates readily into cross-coupling protocols and serves as a key intermediate in the synthesis of functionalized biaryls and pharmaceutical precursors.
Application
2-Bromo-1-(3-bromophenyl)ethanone serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its dual halogen functionality. The bromoaryl and α-bromo ketone groups facilitate sequential transformations, offering reliable access to complex biaryl and heterocyclic architectures. Bench-stable and amenable to purification by recrystallization, it functions efficiently in standard coupling protocols and is well-suited for iterative synthesis workflows in medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
2142-63-4 - ~85%
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In-stock
18523-22-3
References
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Paul, Satya; Gupta, Varinder; Gupta, Rajive Synthetic Communications, 2003 , vol. 33, # 11 p. 1917 - 1922
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Route2
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67-56-1 -
In-stock
2142-63-4
- ~38%
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1353125-12-8
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In-stock
18523-22-3
References
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Tetrahedron Letters, , vol. 53, # 2 p. 191 - 195
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References
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US4489074 A1, ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05
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Signal Word : Danger
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UN#: 3261
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Class : 8
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Packing Group : Ⅱ
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Hazard Statements : H314-H412
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Precautionary Statements : P260-P264-P273-P280-P301+P330+P331-P304+P340-P363-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 17.07
- LogP 3.0267
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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