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CS-W001157 4
Total: USD 88.00

1,3-Diiodobenzene

  • CAS No. 626-00-6

  • Cat. No. CS-W005100
  • Purity≥98%
  • MDL No.MFCD00041731

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

1,3-Diiodobenzene|CS-W005100

Structure of 626-00-6

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General Information

  • CAS No. 626-00-6
  • Cat. No. CS-W005100
  • Purity ≥98%
  • MDL No. MFCD00041731
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄I₂
  • Molecular Weight 329.91
  • Synonym(s) Benzene, 1,3-diiodo-; 1,3-Diiodobenzene
  • SMILES IC1=CC(I)=CC=C1

Description

1,3-Diiodobenzene is a halogenated benzene derivative. Its reaction with phenylboronic acid in the presence of CuI, DABCO (1,4-diazabicyclo[2.2.2]octane) and TBAB (n-Bu4NBr) has been analyzed. 1,3-Diiodobenzene undergoes coupling with 2-methylthiophene in the presence of Ir/Ag2CO3 to afford meta-linked isomer of thiophene-benzene-thiophene triad.1,3-Diiodobenzene may be used in the synthesis of:3,5-bis(perfluorodecyl)phenylboronic acidepitaxially aligned and separated polyphenylene lines on Cu(110)1,3-bis(4-ethynyl-2,5-dibutoxyphenyl-1-ethynyl)benzene

Application

1,3-Diiodobenzene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and functionalized aromatic scaffolds. Its bench-stable nature and predictable reactivity under Pd- or Ni-catalysis facilitate reliable coupling with boronic acids, stannanes, and amines. The ortho-diiodo substitution pattern supports sequential functionalization and provides access to complex heterocyclic systems and advanced intermediates for medicinal chemistry applications.

Synthesis

  • Route1

    References

    • Tetrahedron Letters, , vol. 53, # 17 p. 2189 - 2194
  • Route2
    • In-stock
      1,3,5-Triiodobenzene|CS-W005324
      626-44-8
    • null|null
      106-95-6
    • ~0%
    • In-stock
      1,3-Diiodobenzene|CS-W005100
      626-00-6
    • null|null
      528577-29-9

    References

    • Beinhoff, Matthias; Karakaya, Birol; Schlueter, A. Dieter Synthesis, 2003 , # 1 p. 79 - 90
  • Route3

    References

    • US2010/185031 A1, ; Page/Page column 3 ;

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.8958
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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