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CS-W001157 4
Total: USD 88.00

1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene

  • CAS No. 30432-16-7

  • Cat. No. CS-W011706
  • Purity≥98%
  • MDL No.MFCD00017889

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

1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene|CS-W011706

Structure of 30432-16-7

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General Information

  • CAS No. 30432-16-7
  • Cat. No. CS-W011706
  • Purity ≥98%
  • MDL No. MFCD00017889
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈Br₄
  • Molecular Weight 399.75
  • Synonym(s) TETRAKIS(BROMOMETHYL)ETHYLENE
  • SMILES BrC/C(CBr)=C(CBr)\CBr

Description

1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene features a conjugated alkene core flanked by bromomethyl groups, enabling efficient multi-functionalization. This tetrabrominated scaffold delivers high reactivity in cross-coupling and cyclization processes, serving as a robust building block for complex organic architectures under standard conditions.

Application

1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene serves as a versatile tetrabrominated building block for the construction of complex polyfunctionalized scaffolds. Its multiple bromomethyl and vinyl bromide functionalities enable sequential cross-coupling reactions, including Stille, Suzuki, and Negishi transformations, under mild conditions. The molecule exhibits good bench stability and facilitates efficient purification via flash chromatography, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      513-81-5
    • ~29%
    • In-stock
      1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene|CS-W011706
      30432-16-7

    References

    • Hingston, Timothy J.; Sambrook, Mark R.; Porfyrakis, Kyriakos; Briggs, G. Andrew D. Tetrahedron Letters, 2006 , vol. 47, # 42 p. 7413 - 7415
  • Route2
    • null|null
      558-37-2
    • ~%
    • In-stock
      1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene|CS-W011706
      30432-16-7
    • In-stock
      1-Bromo-3,3-dimethylbutane|CS-B0401
      1647-23-0
    • 1,2-Dibromo-3,3-dimethylbutane|CS-0888854
      640-21-1

    References

    • Journal of Organic Chemistry, , vol. 38, p. 1367 - 1369
  • Route3
    • null|null
      79-29-8
    • ~31%
    • In-stock
      1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene|CS-W011706
      30432-16-7

    References

    • Jendralla, Heiner; Fischer, Gerd Heterocycles, 1995 , vol. 41, # 6 p. 1291 - 1298

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.8626
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   4

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