• Dibenzothiophene-4-boronic Acid (contains varying amounts of Anhydride) (CAS 108847-20-7) - TCI D4057 - AMI Scientific
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CAS 108847-20-7

Dibenzothiophene-4-boronic Acid (contains varying amounts of Anhydride) TCI D4057

Dibenzothiophene-4-boronic Acid (contains varying amounts of Anhydride) TCI D4057
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Rp 1.741.950,00
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TCI D4057 Dibenzothiophene-4-boronic Acid (CAS 108847-20-7) is an organoboron reagent that carries a boronic acid group at the 4-position of the dibenzothiophene framework. As is common for aromatic boronic acids, this product contains varying amounts of the boroxine anhydride formed by natural intermolecular dehydration. In synthetic laboratories, the compound serves as the nucleophilic partner in Suzuki-Miyaura cross-coupling reactions, the most reliable method for forming carbon-carbon bonds between two aromatic fragments. With this reagent, a dibenzothiophene unit can be attached directly and efficiently onto a target molecular scaffold.

The property that makes this reagent widely chosen is the character of the dibenzothiophene unit itself. Its rigid, electron-rich tricyclic framework provides high thermal stability, a large triplet energy, and good hole-transporting behaviour, which is why it has become a favoured motif in the design of organic light-emitting diode materials. The 4-position, located adjacent to the sulfur atom, gives a distinctive substitution geometry that influences molecular shape and solid-state packing. It should be noted that the presence of the anhydride causes the effective molecular weight to vary, so stoichiometric calculations should account for this.

In Indonesian laboratories, this reagent is typically used in university and institutional research groups working on organic synthesis, functional materials, and optoelectronics, as well as in industrial R&D units developing new molecular scaffolds. It is normally handled in gram or sub-gram quantities on the bench, weighed out for coupling reactions under inert atmosphere, and stored alongside other moisture-sensitive organometallic reagents in a controlled chemical store.

  • Suzuki-Miyaura cross-coupling: acts as the nucleophilic boron partner that transfers the dibenzothiophene fragment to an aryl halide, forming a robust biaryl carbon-carbon bond under palladium catalysis.
  • OLED material synthesis: introduces a dibenzothiophene unit whose high triplet energy and thermal stability make it a preferred building block for host and charge-transport materials.
  • Hole-transport layer development: the electron-rich tricyclic core imparts good hole-transporting character, so the reagent is useful when constructing molecules intended for hole-transporting functions.
  • Functional aromatic scaffold construction: allows direct, efficient attachment of a rigid sulfur-containing tricycle onto larger conjugated frameworks without multi-step protection or functional group manipulation.
  • Structure-property studies: substitution at the 4-position adjacent to sulfur gives distinctive geometry, letting researchers examine how substitution pattern affects molecular shape and solid-state packing.

Brand TCI
CAS number 108847-20-7
Molecular formula —
Purity —
Category Chemistry > Organometallic Reagents > Organoboron [Organometallic Reagents]
Pack sizes available in standard TCI catalogue pack sizes; please confirm the required size when ordering
Physical form —
Storage keep tightly closed in a cool, dry place, protected from moisture
  • Composition note: contains varying amounts of the corresponding boroxine anhydride

Store the reagent in its original tightly closed container in a cool, dry, well-ventilated chemical store, away from moisture and sources of ignition. Aromatic boronic acids absorb water and undergo further dehydration to the boroxine on standing, so the container should be closed promptly after each use and, where practicable, kept under an inert atmosphere. Weigh the solid in a fume hood using clean, dry spatulas and glassware. Wear a laboratory coat, safety glasses, and chemically resistant gloves. Because the anhydride content varies, verify stoichiometry before use and consult the manufacturer's safety data sheet for full handling guidance.

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