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Description
TCI C3016 4-Chloro-2,6-diphenylpyrimidine is a pyrimidine ring–based molecular building block carrying two phenyl substituents and one reactive chlorine atom. In synthesis laboratories, this compound serves as a starting scaffold for constructing the conjugated aromatic molecules widely required in organic semiconductor research. The pyrimidine ring is electron-withdrawing in character, so it is frequently employed as an acceptor unit in the design of functional materials, while the phenyl groups contribute an extension of the conjugated system and improve the thermal stability of the molecular frameworks that are formed.
The principal characteristic that makes this compound a preferred choice is the reactivity of the chlorine atom at position 4 of the pyrimidine ring. That position is highly responsive to nucleophilic aromatic substitution as well as to transition-metal-catalysed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig, so researchers can attach a wide variety of amine groups, arylboronic species, or heteroarenes in a single key step. This modular character is what makes the compound efficient for building molecular libraries with controlled variation. Its solid form also simplifies weighing, purification, and routine handling on the bench.
In Indonesian laboratories, this building block is typically used within university and institutional research groups working on organic semiconductor materials and conjugated small-molecule synthesis. It fits workflows where a defined acceptor scaffold is required before derivatisation, allowing a single common intermediate to feed several parallel synthetic routes. Because it is supplied as a solid in defined pack sizes, it suits both small exploratory reactions and repeat preparations across an ongoing project, and it integrates readily with standard cross-coupling and purification equipment already present in most synthesis laboratories.
Laboratory Applications
Suzuki-Miyaura cross-coupling: the reactive chlorine at position 4 allows palladium-catalysed bond formation with arylboronic partners, extending the conjugated aromatic system in a single controlled step.
Buchwald-Hartwig amination: the same 4-chloro position readily accepts amine nucleophiles under transition-metal catalysis, giving direct access to aminated pyrimidine derivatives for functional material design.
Nucleophilic aromatic substitution: the electron-poor pyrimidine ring activates the chlorine toward displacement, so heteroarenes and other nucleophiles can be introduced without a metal catalyst.
Acceptor unit synthesis for organic semiconductors: the electron-withdrawing pyrimidine core serves as the acceptor fragment in donor-acceptor architectures studied in organic semiconductor research programmes.
Molecular library construction: the modular single-point reactivity lets researchers prepare families of related conjugated molecules from one common scaffold with controlled structural variation.
Specifications
Brand: TCI
CAS number: 29509-91-9
Product code: C3016
Category: Materials Science > Material Building Blocks > Small Molecule Semiconductor Building Blocks
Physical form: solid, convenient for weighing and purification
Pack sizes: available in the standard TCI catalogue pack sizes for this product code
Storage: keep in a closed container under normal laboratory chemical storage conditions
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, moisture, and incompatible reagents, following the storage conditions stated on the manufacturer's label and safety data sheet. Original supplier packaging or an equivalent tightly sealed glass or chemically compatible container is suitable; amber or opaque containers help limit light exposure. Handle the solid in a fume hood using a laboratory coat, safety glasses, and chemical-resistant gloves, and avoid generating or inhaling dust during weighing and transfer. Keep the container closed when not in use to prevent moisture uptake, use clean dry spatulas to avoid cross-contamination, and dispose of residues and contaminated materials in accordance with institutional chemical waste procedures.
![4-([1,1'-Biphenyl]-4-yl)-6-chloro-2-phenylpyrimidine (CAS 1689538-58-6) - TCI B5802 - AMI Scientific](http://amiscientific.com/cdn/shop/files/TCI2510B5802.jpg?v=1768815900&width=533)
