• 2,6-Dibromobenzo[1,2-b:5,4-b']dithiophene (CAS 1242077-24-2) - TCI D5923 - AMI Scientific
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TCI

CAS 1242077-24-2

2,6-Dibromobenzo[1,2-b:5,4-b']dithiophene TCI D5923

2,6-Dibromobenzo[1,2-b:5,4-b']dithiophene TCI D5923
Rp 5.830.650,00
Rp 5.830.650,00
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TCI D5923 with CAS number 1242077-24-2 is 2,6-Dibromobenzo[1,2-b:5,4-b']dithiophene, a brominated monomer belonging to the group of material building blocks for small molecule semiconductors. Its core structure is a benzodithiophene, that is, a benzene ring fused with two thiophene rings to form a flat and rigid conjugated system. In the laboratory, this compound serves as a donor unit or core unit that is assembled into conjugated polymers as well as small molecule semiconductors through transition metal-catalysed coupling reactions, making it an important base material in organic electronics and organic photovoltaics research.

The property that makes it a preferred choice is the presence of two bromine atoms at positions 2 and 6, which act as symmetrical reactive groups for polymerisation as well as for directed functionalisation. The opposing positions of the bromine atoms allow chain growth to proceed in a linear fashion, so that conjugation along the polymer backbone is maintained. Bromine atoms on a thiophene ring are also very well suited to Suzuki–Miyaura, Stille and Sonogashira reactions as well as direct arylation, giving researchers a wide choice of synthetic methods. The sulfur-rich benzodithiophene core contributes further to the electronic character of the resulting material.

In Indonesian laboratories, this monomer is typically used in university and institutional research groups working on organic electronics, conjugated polymer synthesis and organic photovoltaic devices. It is handled on the bench scale during multi-step synthesis campaigns, where it is coupled with complementary comonomers to build semiconducting backbones. Because it is supplied as a defined TCI building block, it fits research workflows in which the identity and reactivity of the starting monomer must be consistent from batch to batch.

  • Conjugated polymer synthesis: the two symmetrical bromine handles allow step-growth polymerisation with complementary comonomers, producing linear semiconducting backbones with conjugation preserved along the chain.
  • Organic photovoltaic material development: the flat, rigid, sulfur-rich benzodithiophene core is used as a donor or core unit when constructing polymers and small molecules for organic solar cell research.
  • Suzuki–Miyaura and Stille cross-coupling: aryl bromide positions on the thiophene rings react readily under transition metal catalysis, making this monomer a routine partner in palladium-catalysed coupling work.
  • Sonogashira coupling and alkyne extension: the bromine substituents permit attachment of alkynyl groups, letting researchers extend conjugation and tune the electronic structure of the resulting semiconductor.
  • Small molecule semiconductor building: the compound acts as a rigid central core for directed functionalisation, allowing symmetric small molecule semiconductors to be assembled around a single planar conjugated unit.

Brand TCI (Tokyo Chemical Industry)
CAS number 1242077-24-2
Molecular formula —
Purity —
Category Materials Science > Material Building Blocks > Small Molecule Semiconductor Building Blocks
Pack sizes available in standard research-scale catalogue pack sizes; please confirm the required size when ordering
Physical form —
Storage store in a cool, dark and well-closed container as recommended for brominated semiconductor building blocks
  • Chemical name: 2,6-Dibromobenzo[1,2-b:5,4-b']dithiophene

Store the container tightly closed in a cool, dark and dry place, away from heat, direct sunlight, moisture and incompatible chemicals. Keep the material in its original amber or opaque glass container, or transfer it to a tightly sealed glass vial; for extended storage, an inert atmosphere is advisable to protect the monomer from moisture and air. Handle in a well-ventilated fume hood using safety glasses, nitrile gloves and a laboratory coat, and avoid inhalation of dust and contact with skin or eyes. Use clean, dry spatulas when weighing to prevent contamination that could affect subsequent coupling reactions, and collect chemical waste according to institutional laboratory waste procedures.

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