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5-Bromo-2,2-dimethyl-2,3-dihydro-1H-inden-1-one

  • CAS No. 495414-32-9

  • Cat. No. CS-0148228
  • Purity≥98%
  • MDL No.MFCD11219437

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

5-Bromo-2,2-dimethyl-2,3-dihydro-1H-inden-1-one|CS-0148228

Structure of 495414-32-9

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General Information

  • CAS No. 495414-32-9
  • Cat. No. CS-0148228
  • Purity ≥98%
  • MDL No. MFCD11219437
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁BrO
  • Molecular Weight None
  • Synonym(s) 5-BROMO-2,3-DIHYDRO-2,2-DIMETHYL-1H-INDEN-1-ONE
  • SMILES O=C1C(C)(C)CC2=C1C=CC(Br)=C2

Description

5-Bromo-2,2-dimethyl-2,3-dihydro-1H-inden-1-one is a sterically hindered bromo-ketone featuring a rigid indanone core. The electron-deficient bromine at the 5-position enhances reactivity in transition-metal-catalyzed cross-coupling reactions. This bench-stable compound integrates readily into complex molecular architectures requiring selective functionalization.

Application

5-Bromo-2,2-dimethyl-2,3-dihydro-1H-inden-1-one serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of functionalized indane scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the sterically shielded dimethyl groups enhance bench stability and reduce side reactivity. The ketone functionality supports subsequent transformations including nucleophilic additions and enolate chemistry, making it valuable for medicinal chemistry and process development workflows.

Safety Information

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.2141
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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