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CS-W001157 4
Total: USD 88.00

N-(2-Bromophenyl)acetamide

  • CAS No. 614-76-6

  • Cat. No. CS-0089804
  • Purity≥98%
  • MDL No.MFCD00099252

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

N-(2-Bromophenyl)acetamide|CS-0089804

Structure of 614-76-6

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General Information

  • CAS No. 614-76-6
  • Cat. No. CS-0089804
  • Purity ≥98%
  • MDL No. MFCD00099252
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BrNO
  • Molecular Weight 214.06
  • Synonym(s) 2'-Bromoacetanilide
  • SMILES CC(NC1=CC=CC=C1Br)=O

Description

N-(2-Bromophenyl)acetamide is a brominated aromatic amide featuring a pendant acetyl group attached to the nitrogen of 2-bromobenzene. This compound serves as a key intermediate in the synthesis of pharmaceuticals and functionalized heterocycles, leveraging its reactive aryl halide and amide functionalities. The bromine atom enables subsequent cross-coupling reactions, while the amide moiety provides stability and polarity for downstream transformations.

Application

N-(2-Bromophenyl)acetamide serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its ortho-brominated aryl functionality. The acetamide group provides moderate stability and facilitates purification via crystallization or chromatography. It functions effectively in the construction of biaryl scaffolds and heterocyclic systems relevant to medicinal chemistry and agrochemical research.

Synthesis

  • Route1
    • null|null
      108-24-7
    • null|null
      615-36-1
    • ~99%
    • In-stock
      N-(2-Bromophenyl)acetamide|CS-0089804
      614-76-6

    References

    • Cho, Gae Young; Remy, Pauline; Jansson, Jenny; Moessner, Christian; Bolm, Carsten Organic Letters, 2004 , vol. 6, # 19 p. 3293 - 3296
  • Route2
    • null|null
      75-36-5
    • null|null
      615-36-1
    • ~96%
    • In-stock
      N-(2-Bromophenyl)acetamide|CS-0089804
      614-76-6

    References

    • Benedi, Carolina; Bravo, Fernando; Uriz, Pedro; Fernandez, Elena; Claver, Carmen; Castillon, Sergio Tetrahedron Letters, 2003 , vol. 44, # 32 p. 6073 - 6077
  • Route3
    • null|null
      103-84-4
    • ~17%
    • In-stock
      N-(2-Bromophenyl)acetamide|CS-0089804
      614-76-6
    • In-stock
      N-(4-bromophenyl)acetamide|CS-0076525
      103-88-8

    References

    • Synthetic Communications, , vol. 32, # 15 p. 2313 - 2318

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   2.4075
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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