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CS-W001157 4
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1,3,5-Tribromo-1,3,5-triazinane-2,4,6-trione

  • CAS No. 17497-85-7

  • Cat. No. CS-W018447
  • Molecule weight365.76
  • Purity≥95%
  • MDL No.None

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

1,3,5-Tribromo-1,3,5-triazinane-2,4,6-trione|CS-W018447

Structure of 17497-85-7

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General Information

  • CAS No. 17497-85-7
  • Cat. No. CS-W018447
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃Br₃N₃O₃
  • Molecular Weight 365.76
  • Synonym(s) TribroMocyanuric acid
  • SMILES BrN(C(N1Br)=O)C(N(Br)C1=O)=O

Description

1,3,5-Tribromo-1,3,5-triazinane-2,4,6-trione is a highly reactive brominating agent featuring three bromine atoms positioned at the 1,3,5-tertiary carbon sites of the triazine ring. This configuration enables efficient halogenation in synthetic organic chemistry, particularly for introducing bromo substituents under mild conditions. The molecule exhibits enhanced stability compared to related reagents while maintaining high electrophilicity at the triazine core. Its bench-stable form simplifies handling and integration into multi-step syntheses without requiring inert atmosphere protocols.

Application

1,3,5-Tribromo-1,3,5-triazinane-2,4,6-trione serves as a versatile brominating agent in synthetic organic chemistry, enabling efficient introduction of bromine atoms at electron-rich sites. Its stability under ambient conditions and compatibility with diverse functional groups facilitate straightforward incorporation into complex molecular architectures. The compound functions effectively in electrophilic bromination reactions, particularly useful for the selective modification of aromatic and heteroaromatic systems.

Synthesis

  • Route1

    References

    • De Almeida, Leonardo S.; Esteves, Pierre M.; De Mattos, Marcio C. S. Synlett, 2006 , # 10 p. 1515 - 1518
  • Route2
    • null|null
      7726-95-6
    • null|null
      17497-87-9
    • ~72%
    • In-stock
      1,3,5-Tribromo-1,3,5-triazinane-2,4,6-trione|CS-W018447
      17497-85-7

    References

    • Gotthardi Monatshefte fuer Chemie, 1967 , vol. 98, # 4 p. 1613 Full Text View citing articles Show Details Gmelin Handbook: C: MVol.D3, 5.6.2, page 147 - 147
  • Route3
    • null|null
      3644-72-2
    • ~%
    • In-stock
      1,3,5-Tribromo-1,3,5-triazinane-2,4,6-trione|CS-W018447
      17497-85-7

    References

    • Birckenbach; Linhard Chemische Berichte, 1929 , vol. 62, p. 2263,2273

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS03,GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3085
Class : 5.1(8)
Packing Group : Ⅲ
Hazard Statements : H272-H302-H314-H410
Precautionary Statements : P210-P220-P260-P264-P270-P273-P280-P301+P330+P331-P304+P340-P330-P363-P370+P378-P391-P405-P501

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Computational Chemistry Data

  • TPSA   66
  • LogP   -0.3543
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   0

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