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CS-W001157 4
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2-Bromo-N-methylacetamide

  • CAS No. 34680-81-4

  • Cat. No. CS-0023001
  • Molecule weight151.99
  • Purity≥95%
  • MDL No.MFCD06800288

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

2-Bromo-N-methylacetamide|CS-0023001

Structure of 34680-81-4

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General Information

  • CAS No. 34680-81-4
  • Cat. No. CS-0023001
  • Purity ≥95%
  • MDL No. MFCD06800288
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₆BrNO
  • Molecular Weight 151.99
  • Synonym(s) 2-bromo-N-methyl-ethanamide
  • SMILES O=C(NC)CBr

Description

2-Bromo-N-methylacetamide is a reactive acylating agent featuring a bromine atom at the alpha position, enabling efficient C–C bond formation. The N-methyl group enhances electrophilicity while improving stability under standard conditions. This compound integrates readily into synthetic sequences requiring controlled alkylation or coupling reactions.

Application

2-Bromo-N-methylacetamide serves as a versatile acylating agent and synthetic intermediate in organic synthesis. It enables efficient amide formation and participates in nucleophilic substitution reactions with amines and heterocycles, offering good bench stability and straightforward purification. Its bromo functionality facilitates further functionalization in multistep sequences, making it valuable for constructing complex molecular architectures in medicinal chemistry and process development.

Synthesis

  • Route1
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      598-21-0
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      74-89-5
    • ~53%
    • In-stock
      2-Bromo-N-methylacetamide|CS-0023001
      34680-81-4

    References

    • Liu, Yaoquan; Carreras, Christopher; Myles, David C.; Li, Yong; Shaw, Simon James; Fu, Hong; Chen, Yue; Zheng, Hao; Li, Yandong; Burlingame, Mark A. Patent: US2006/270616 A1, 2006 ; Location in patent: Page/Page column 20-21 ; US 20060270616 A1
  • Route2
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      593-51-1
    • null|null
      598-21-0
    • ~76%
    • In-stock
      2-Bromo-N-methylacetamide|CS-0023001
      34680-81-4

    References

    • Vasalatiy, Olga; Zhao, Piyu; Woods, Mark; Marconescu, Andrei; Castillo-Muzquiz, Aminta; Thorpe, Philip; Kiefer, Garry E.; Dean Sherry Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 3 p. 1106 - 1114
  • Route3
    • null|null
      598-21-0
    • ~54%
    • In-stock
      2-Bromo-N-methylacetamide|CS-0023001
      34680-81-4

    References

    • InterMune, Inc. Patent: US2009/269305 A1, 2009 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS05
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H317-H318-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   0.1273
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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