(1,10-Phenanthroline)(trifluoromethyl)(triphenylphosphine)copper(I) TCI P2172

Chemical Identity

CAS No.: 1334890-93-5
PubChem: CID 88921701·SID 253661851
Formula: C31H23CuF3N2P
Molecular weight: 575.0 g/mol
Purity: >95.0%(T)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: copper(1+);1,10-phenanthroline;trifluoromethane;triphenylphosphane
SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC2=C(C3=C(C=CC=N3)C=C2)N=C1.[C-](F)(F)F.[Cu+]
InChIKey: AKGOGTMOALVICI-UHFFFAOYSA-N

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This material is a complex compound composed of 1,10-phenanthroline, trifluoromethyl, and triphenylphosphine bound to copper(I) ion. It plays a significant role in synthetic chemistry, particularly in fluorination reactions and substitution processes. Due to its unique chemical structure, it is widely used in laboratory settings for studying transition metal reactivity and catalytic reactions. Its ability to form stable complexes with various metals makes it a versatile reagent in organic and inorganic chemistry research.

The compound is highly reactive, especially towards organic and inorganic substances, which makes it an essential component in the synthesis of organophosphorus and organofluorine compounds. Its reactivity is further enhanced by the presence of the copper(I) ion, which facilitates electron transfer and coordination chemistry. The combination of the phenanthroline ligand and the phosphine group provides a stable yet reactive environment, making it suitable for a wide range of chemical transformations.

In Indonesian laboratories, this compound is commonly used in organic and inorganic chemistry research, particularly in synthetic and fluorination applications. It is a preferred choice for institutions and universities engaged in advanced chemical synthesis and catalytic studies. Its role in the development of complex organic molecules and its utility in transition metal chemistry make it a valuable asset in the laboratory setting.

Advantages (TCI brochure)

Stable crystalline solids
Applicable to the trifluoromethylation of various aryl iodides
Trifluoromethylation reactions can be performed with easy handling

TCI brochures (PDF)

Copper Complexes for Trifluoromethylation via Oxidative Cross-coupling 2018-10-30 · p. 1
Trifluoromethylating Reagents 2024-08-27 · p. 4
Fluorination Reagents, Fluorinated Building Blocks 2026-03-18 · p. 9

Related TCI products

Fluorination Reactions: This compound is ideal for fluorination processes due to its ability to facilitate the introduction of fluorine atoms into organic molecules.
Transition Metal Catalysis: Its copper(I) ion and ligand structure make it suitable for catalytic reactions involving transition metals, enhancing reaction efficiency.
Organophosphorus Synthesis: The presence of triphenylphosphine allows it to participate in the synthesis of organophosphorus compounds, which are important in pharmaceutical and agrochemical research.
Heterocyclic Compound Formation: The compound's reactivity enables its use in the synthesis of heterocyclic structures, which are common in natural products and pharmaceuticals.
Organofluorine Compound Development: Its fluorine-containing groups make it a key reagent in the development of organofluorine compounds, which have applications in materials science and medicine.

From the TCI brochure

Trifluoromethylation of aryl iodides via oxidative cross-coupling (P2172 1.0 eq., aryl iodide 1.1 eq., DMF, 80 °C)

Brand	TCI
CAS number	1334890-93-5
Molecular formula	—
Purity	—
Category	Chemistry > Synthetic Reagents > Fluorination Reagents
Pack sizes	Available in various quantities as per supplier specifications
Physical form	Solid or powder, depending on the specific formulation
Storage	Store in a cool, dry place away from moisture and light

Data from the TCI brochure

Yield (%)	65 (R = H; P2172 (1.0 eq.), aryl iodide (1.1 eq.), DMF, 80 °C)
Yield (%)	60 (R = CH3; P2172 (1.0 eq.), aryl iodide (1.1 eq.), DMF, 80 °C)
Yield (%)	65 (R = OCH3; P2172 (1.0 eq.), aryl iodide (1.1 eq.), DMF, 80 °C)
Yield (%)	80 (R = Cl; P2172 (1.0 eq.), aryl iodide (1.1 eq.), DMF, 80 °C)
Yield (%)	60 (R = F; P2172 (1.0 eq.), aryl iodide (1.1 eq.), DMF, 80 °C)
Yield (%)	70 (R = NO2; P2172 (1.0 eq.), aryl iodide (1.1 eq.), DMF, 80 °C)
Yield (%)	85 (R = CN; P2172 (1.0 eq.), aryl iodide (1.1 eq.), DMF, 80 °C)
Yield (%)	60 (R = CF3; P2172 (1.0 eq.), aryl iodide (1.1 eq.), DMF, 80 °C)

Source: TCI brochure RR096 (2018-10-30)

This compound should be stored in a cool, dry environment to maintain its chemical integrity and reactivity. It is recommended to use airtight containers to prevent exposure to moisture and air, which can lead to degradation. Due to its high reactivity, it should be handled with care, using appropriate personal protective equipment such as gloves and safety goggles. It is important to ensure that the storage area is well-ventilated to minimize the risk of inhalation of any vapors. Avoid contact with incompatible materials to prevent unwanted chemical reactions. Proper labeling of storage containers is essential for safety and identification purposes.

References cited in the TCI brochure

Olesya A. Tomashenko. Simple, Stable, and Easily Accessible Well‐Defined CuCF3 Aromatic Trifluoromethylating Agents Angewandte Chemie International Edition, 2011. doi:10.1002/anie.201101577