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2-Bromo-1-(m-tolyl)ethanone

  • CAS No. 51012-64-7

  • Cat. No. CS-0153230
  • Molecule weight213.07
  • Purity≥96%
  • MDL No.MFCD07364269

*For research and further manufacturing use only, not for direct human use.

2-Bromo-1-(m-tolyl)ethanone|CS-0153230

Structure of 51012-64-7

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General Information

  • CAS No. 51012-64-7
  • Cat. No. CS-0153230
  • Purity ≥96%
  • MDL No. MFCD07364269
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO
  • Molecular Weight 213.07
  • Synonym(s) 2-bromo-3-methylacetophenone
  • SMILES CC1=CC(=CC=C1)C(=O)CBr

Description

2-Bromo-1-(m-tolyl)ethanone is a brominated aryl ketone featuring a meta-tolyl group attached to a bromoacetophenone scaffold. This compound serves as a key intermediate in the synthesis of functionalized biaryls and heterocycles, offering high reactivity in palladium-catalyzed cross-coupling reactions. The electron-deficient carbonyl and adjacent bromine facilitate efficient C–C bond formation under mild conditions.

Application

2-Bromo-1-(m-tolyl)ethanone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzyl motifs and heterocyclic scaffolds. Its bromine atom facilitates palladium-catalyzed cross-coupling reactions, while the ketone group supports nucleophilic additions and enolate chemistry. The m-tolyl substituent provides steric and electronic modulation, enhancing compatibility with diverse reaction conditions. This compound exhibits bench stability and is readily purified by recrystallization or flash chromatography, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.57262
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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