• 3-Dodecyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene (CAS 960524-18-9) - TCI D4290 - AMI Scientific
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CAS 960524-18-9

3-Dodecyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene TCI D4290

3-Dodecyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene TCI D4290
Rp 3.836.700,00
Rp 3.836.700,00
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TCI D4290 is 3-Dodecyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene, a thiophene derivative carrying a pinacol boronate ester group at the 2-position and a long dodecyl alkyl chain at the 3-position. The compound belongs to the family of material building blocks for small molecule semiconductors and acts as the boron partner in cross-coupling reactions. In materials and organic electronics laboratories, reagents of this type serve as the primary building blocks used to construct the conjugated chains that become the active layer of optoelectronic devices.

The main advantage of this material lies in its pinacol boronate group, which is considerably more stable and easier to handle than a free boronic acid, so weighing and storage become far more practical without excessive concern over dehydration or the formation of boroxine anhydrides. This group reacts cleanly under Suzuki–Miyaura conditions with palladium catalysts, delivering carbon–carbon bonds directed to a specific position on the thiophene ring. The long dodecyl chain provides high solubility in common organic solvents, an essential requirement if the resulting polymers or oligomers are to be processed by solution techniques such as spin coating.

In Indonesian laboratories, a building block of this kind is typically used by university and institutional research groups working on organic electronics, conjugated polymers, and semiconducting thin films. It fits synthetic workflows where a defined thiophene fragment must be coupled reproducibly into a larger conjugated backbone, and where the resulting material has to remain soluble enough for solution processing and subsequent device fabrication and characterisation.

  • Suzuki–Miyaura cross-coupling synthesis: the pinacol boronate group reacts cleanly with palladium catalysts, giving directed carbon–carbon bond formation at a defined thiophene position.
  • Conjugated polymer preparation: serves as a boron-bearing monomer for building extended conjugated chains used as the active layer in optoelectronic devices.
  • Small molecule semiconductor construction: functions as a defined thiophene building block that can be assembled into larger semiconducting molecular architectures for organic electronics research.
  • Solution-processable material development: the long dodecyl chain confers high solubility in common organic solvents, supporting spin coating and other solution deposition techniques.
  • Regiodefined thiophene functionalisation: substitution at the 2- and 3-positions allows researchers to control where coupling occurs along the thiophene unit during synthesis.

Brand TCI
CAS number 960524-18-9
Molecular formula —
Purity —
Category Materials Science > Material Building Blocks > Small Molecule Semiconductor Building Blocks
Pack sizes available in standard laboratory research pack sizes; please confirm the currently offered packaging when ordering.
Physical form —
Storage keep in a tightly closed original container under the conditions stated on the manufacturer's label and safety data sheet.
  • Chemical name: 3-Dodecyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene

Store the material in its original tightly closed container, protected from moisture and direct sunlight, and follow the storage conditions specified on the manufacturer's label and safety data sheet. Boronate esters are best kept dry and, where recommended, under an inert atmosphere to preserve reagent quality. Handle the compound in a fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat. Weigh and transfer with clean, dry glassware or spatulas to avoid contamination, keep containers away from ignition sources and incompatible chemicals, and dispose of residues and contaminated materials according to institutional chemical waste procedures.

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