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Iodobis(triphenylphosphino)copper, also known as Ph3PCuI, is a chemical compound that serves as a reagent in organic synthesis. It is characterized by its yellow to orange solid appearance and is sensitive to air and moisture. iodobis(triphenylphosphino)copper is renowned for its catalytic properties in a variety of organic reactions, including the cross-coupling of aryl halides and the synthesis of biaryl compounds. Ph3PCuI is particularly valuable for its role in the formation of carbon-carbon and carbon-heteroatom bonds, which is instrumental in the construction of complex organic molecules. Its high efficiency and selectivity in facilitating these reactions have established it as a significant reagent in contemporary organic chemistry.

16109-82-3

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16109-82-3 Usage

Uses

Used in Organic Synthesis:
Iodobis(triphenylphosphino)copper is used as a catalyst for the cross-coupling of aryl halides, a process that is crucial for the formation of carbon-carbon bonds in organic molecules. This application is essential for the synthesis of a wide range of organic compounds, including pharmaceuticals and agrochemicals.
Used in the Synthesis of Biaryl Compounds:
Ph3PCuI is utilized as a catalyst in the synthesis of biaryl compounds, which are important structural motifs in many biologically active molecules and materials. Its use in this context aids in the creation of molecules with specific properties, such as those found in pharmaceuticals and advanced materials.
Used in the Formation of Carbon-Heteroatom Bonds:
Iodobis(triphenylphosphino)copper is employed as a catalyst in the formation of carbon-heteroatom bonds, which are vital for the synthesis of complex organic molecules containing heteroatoms such as oxygen, nitrogen, and sulfur. This application is crucial for the development of novel compounds with unique chemical and biological properties.
Used in the Pharmaceutical Industry:
In the pharmaceutical industry, iodobis(triphenylphosphino)copper is used as a catalyst for the synthesis of complex organic molecules that have potential therapeutic applications. Its ability to facilitate the formation of carbon-carbon and carbon-heteroatom bonds is particularly valuable in the development of new drugs with improved efficacy and selectivity.
Used in the Agrochemical Industry:
Similarly, in the agrochemical industry, Ph3PCuI is used as a catalyst for the synthesis of complex organic molecules that can be used as pesticides or herbicides. Its role in the formation of essential bonds contributes to the development of more effective and environmentally friendly agrochemicals.
Used in the Development of Advanced Materials:
Iodobis(triphenylphosphino)copper is also used in the synthesis of complex organic molecules that are the basis for the development of advanced materials, such as organic semiconductors and optoelectronic devices. Its catalytic properties are crucial for the creation of molecules with specific electronic and optical properties, which are essential for these applications.

Check Digit Verification of cas no

The CAS Registry Mumber 16109-82-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,1,0 and 9 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 16109-82:
(7*1)+(6*6)+(5*1)+(4*0)+(3*9)+(2*8)+(1*2)=93
93 % 10 = 3
So 16109-82-3 is a valid CAS Registry Number.

16109-82-3Upstream product

16109-82-3Downstream Products

16109-82-3Relevant academic research and scientific papers

Lewis-Base Adducts of Group 11 Metal(I) Compounds. Part 27. Solid-state Phosphorus-31 Cross-polarization Magic-angle Spinning Nuclear Magnetic Resonance, Far-infrared, and Structural Studies on the Mononuclear 2:1 Adducts of Triphenylphosphine with Copper(I) and Gold(I) Halides

Bowmaker, Graham A.,Dyason, Jeffrey C.,Healy, Peter C.,Engelhardt, Lutz M.,Pakawatchai, Chaveng,White, Allan H.

, p. 1089 - 1098 (2007/10/02)

Single-crystal X-ray diffraction structure determinations, high resolution solid-state cross-polarization magic-angle spinning 31P n.m.r., and far-i.r. spectral data are reported for the mononuclear 2:1 adducts of triphenylphosphine with copper(I) and gold(I) halides, .Crystal data are reported for .0.5C6H6, , (unsolvated), , and .In each structure the PPh3 ligands adopt an eclipsed conformation about M-P with respect to M-X, with X-M-P-C(11) conformational angles ranging from 0.5 to 18.3 deg.Within each halide series, M-P distances and P-M-P angles are independent of halogen .Considerable asymmetry (490-560 Hz) in the solid-state 31P n.m.r. quartets obtained for M = Cu reflects the lower symmetry of the copper enviroment relative to four-co-ordinate tetrahedral compounds.Solid-state 31P chemical shift data for M = Au are independent of halogen (Cl, 37; Br, 38; I, 36 p.p.m.).The far-i.r. spectrum of reveals a strong band at 184 cm-1 which is assigned to the CuI terminal streching mode.

Lewis-base Adducts of Group 1B Metal(I) Compounds. Part 16. Synthesis, Structure, and Solid-state Phosphorus-31 Nuclear Magnetic Resonance Spectra of some Novel 4X4L4> (X=Halogen, L=N, P Base) 'Cubane' Clusters

Dyason, Jeffrey C.,Healy, Peter C.,Engelhardt, Lutz M.,Pakawatchai, Chaveng,Patrick, Vincent A.,et al.

, p. 831 - 838 (2007/10/02)

Recrystallization of 4I4(PPh3)4> from toluene has yielded a new polymorph of that compound, (1), which has been shown by single-crystal X-ray diffraction analysis to have a tetrametallic 'cubane' structure rather than the expected 'step' structure.Crystals are monoclinic, space group p21/n, with a=19.47(1), b=26.94(1), c=13.528(5) Angstroem, β=98.98(4) deg, Z=4 tetramers; R was 0.06 for No=3681.Cu-I distances range from 2.653(3) to 2.732(3) Angstroem, with Cu...Cu 2.874(5)-3.164(4) and I...I 4.234(2)-4.496(3) Angstroem.All adducts of stoicheiometry 4X4(PPh3)4> (M=Cu or Ag; X=Cl, Br, or I) have now been synthesized and structurally characterized in a cubane configuration.Recrystallization of copper(I) chloride and bromide from triethylamine also yields tetrameric cubane 1:1 adducts , as does the reaction of copper(I) chloride with the very bulky ligand 2-pyridine, to give 4Cl4(tmspy)4> (4).These three complexes have also been crystallographically characterized, (2) and (4) being the first reported cubane type tetramers for the copper(I) chloride-nitrogen base system.Complexes (2) and (3) are isostructural with their triethylarsine and -phosphine counterparts, being cubic, space group I43m, with a=12.162(5) Angstroem in (2) and 12.368(3) Angstroem in (3); Z=2 tetramers.Cu-Cl, Br distances are 2.441(4) and 2.537(3) Angstroem respectively.For (4), the crystals are tetragonal, space group I41/a, with a=18.620(4), c=20.079(5) Angstroem, Z=4 tetramers.Although the Cu4Cl4 cubane core of the molecule has crystallographically imposed 4 symmetry, the geometry is very unsymmetrical as a consequence of the ligand bulk, with Cu-Cl 2.225(2)-2.636(2), Cu...Cu 2.960(2)-3.194(2), and Cl...Cl 3.838(3)-3.866(3) Angstroem.Residuals R for (2), (3), (4) were 0.040, 0.038, and 0.040 respectively for No=136, 136, and 1008 'observed' reflections.The solid-state 31P n.m.r. spectra of the triphenylphosphine cubane clusters show significant differences to those with a 'step' geometry; these differences are related to the crystallographic environment of the phosphorus nuclei.

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