Lot numbers can be found on the outside label of a product:
5-Bromo-2-tetralone
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CAS No. 132095-53-5
- Cat. No. CS-B0105
- Purity≥97%
- MDL No.MFCD04038485
*For research and further manufacturing use only, not for direct human use.
Structure of 132095-53-5
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General Information
- CAS No. 132095-53-5
- Cat. No. CS-B0105
- Purity ≥97%
- MDL No. MFCD04038485
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₉BrO
- Molecular Weight 225.08
- Synonym(s) 2(1H)-Naphthalenone,5-bromo-3,4-dihydro
- SMILES O=C1CCC(C(Br)=CC=C2)=C2C1
Description
5-Bromo-2-tetralone is a brominated cyclic ketone featuring a fused benzene ring and a reactive carbonyl group. This structure enables direct functionalization at the C5 position, facilitating downstream derivatization in synthetic organic chemistry. The molecule exhibits enhanced electrophilicity at the carbonyl center due to the electron-withdrawing bromine substituent. Its stability under standard bench conditions supports reliable use in multi-step synthesis workflows.
Application
5-Bromo-2-tetralone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted tetralin scaffolds via palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the ketone functionality allows for subsequent functionalization through enolization, reduction, or nucleophilic addition. The compound exhibits good bench stability and is readily purified by recrystallization or flash chromatography, making it well-suited for medicinal chemistry campaigns and process development.
Synthesis
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Route1
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365555-15-3 - ~72%
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In-stock
132095-53-5
References
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Chandra, Aroop; Viswanathan, Rajesh; Johnston, Jeffrey N. Organic Letters, 2007 , vol. 9, # 24 p. 5027 - 5029
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Route2
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103-80-0
- ~%
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In-stock
132095-53-5
References
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US5472979 A1, ;
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Route3
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90725-40-9
- ~%
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In-stock
132095-53-5
References
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Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 1 p. 133 - 137
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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
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Precautionary Statements : P261-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 17.07
- LogP 2.5069
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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