3220-49-3

Basic information

• Product Name: Phenylcopper(I)
• Synonyms: Phenylcopper(I);Phenylcopper
• CAS NO: 3220-49-3
• Molecular Formula: C₆H₅*Cu
• Molecular Weight: 0
• Mol File: 3220-49-3.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Phenylcopper(I)(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylcopper(I)(3220-49-3)
• EPA Substance Registry System: Phenylcopper(I)(3220-49-3)

Safety Data

• Hazardous Substances Data: 3220-49-3(Hazardous Substances Data)

Usage

Description

Phenylcopper(I), with the chemical formula CuC6H5, is a reactive organometallic compound composed of a copper ion bonded to a phenyl group. It is widely recognized for its role as a reagent in organic synthesis, especially in the creation of carbon-carbon and carbon-heteroatom bonds. As a potent nucleophile, Phenylcopper(I) can readily donate its lone pair of electrons to electrophilic carbon atoms, facilitating the formation of new chemical bonds. Additionally, it serves as a catalyst in several chemical reactions, including the Grignard and Barbier reactions. Due to its high sensitivity to air and moisture, Phenylcopper(I) must be carefully handled and stored under inert conditions to avoid degradation.

Uses

Used in Organic Synthesis:
Phenylcopper(I) is used as a reagent for the formation of carbon-carbon and carbon-heteroatom bonds, playing a crucial role in the synthesis of various organic compounds. Its nucleophilic properties allow it to donate electrons to electrophilic carbon atoms, enabling the creation of new chemical bonds.
Used in Chemical Reactions as a Catalyst:
In the Grignard reaction and the Barbier reaction, Phenylcopper(I) is utilized as a catalyst to enhance the efficiency and speed of these processes. Its catalytic action is instrumental in facilitating specific types of chemical transformations.
Used in the Pharmaceutical Industry:
Phenylcopper(I) is employed in the synthesis of pharmaceutical compounds, where its ability to form new bonds is essential for creating complex organic molecules with therapeutic potential.
Used in the Chemical Research Industry:
In research settings, Phenylcopper(I) is used to explore new chemical reactions and mechanisms, contributing to the advancement of organic chemistry and the development of novel synthetic pathways.
Used in the Production of Specialty Chemicals:
Phenylcopper(I) is utilized in the production of specialty chemicals, where its reactivity and catalytic properties are harnessed to create unique compounds with specific applications in various industries.

Upstream product

• 16002-63-4 phenylmagnesium iodide 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 108-88-3 toluene 
• 71-43-2 benzene 
• 7787-70-4 copper(I) bromide 
• 100-58-3 phenylmagnesium bromide 
• 591-50-4 iodobenzene 
• 7681-65-4 copper(l) iodide 
• 591-51-5 phenyllithium 

Downstream Products

• 98-95-3 nitrobenzene 
• 71-43-2 benzene 
• 91-01-0 1,1-Diphenylmethanol 
• 92-52-4 biphenyl 
• 93-98-1 N-phenyl benzoyl amide 
• 25226-98-6 trans-cinnamaldehyde diethylacetal 
• 57044-78-7 (2-ethyl-hex-1(E)-enyl)-benzene 
• 2901-28-2 ethyl α-phenylhexanoate 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 58202-54-3 (E)-1-(Ethansulfonyl)-2-phenyl-1-hexen 
• 26189-62-8 phenyl 2,2-diphenylethenyl sulfone 
• 108643-81-8 Trimethyl-(3-phenyl-cyclohex-1-enyloxy)-silane 
• 69849-77-0 trimethyl((3-phenylcyclopent-1-en-1-yl)oxy)silane 
• 20795-53-3 3-phenylcyclohexanone 

Relevant articles and documents

External oxidant-free cross-coupling of arylcopper and alkynylcopper reagents leading to arylalkyne

External oxidant-free oxidative cross-coupling between arylcopper and alkynylcopper has been performed, which provides a new way for the formation of arylalkyne with high selectivity.

METHOD FOR PRODUCING BORATE SALT

PROBLEM TO BE SOLVED: To provide a method for producing borate salt which makes it possible to obtain borate salt with different groups bound to boron atoms in high yield. SOLUTION: The present invention provides a method for producing borate salt (A) represented by general formula (1), including the steps for making a reaction occur between borate salt (B) represented by general formula (2) and organic metal compound (C) represented by general formula (3) or general formula (4). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Reactivity of mixed organozinc and mixed organocopper reagents: 10 Comparison of the transferability of the same group in acylation of mixed and homo halozinc diorganocuprates with benzoyl chloride. A kinetic study

A detailed kinetic study has been carried out for the acylation of iodozinc n-butyl (substituted phenyl) cuprates, n-Bu(FG-C6H4)CuZnI and iodozinc din-butylcuprate, n-Bu2CuZnI with benzoyl chloride in THF at 15-(-15)°C. Third order reaction was found which is first order in benzoyl chloride and second order in cuprate. We offered a reaction mechanism for the acylation of halozinc diorganocuprates depending on the kinetic data and activation parameters. Lower reaction rate of transferable group, n-Bu in mixed cuprate, n-Bu(PhCuZnI than that of homocuprate, n-Bu2CuZnI and Hammett correlation of the reaction rate of transferable group, n-Bu in n-Bu(FG-C6H4)CuZnI reagents with the substituent constants of residual group, FG-C6H4 with a positive reaction constant (relative reactivity of FG: 4-Br >3-MeO > H > 3-Me > 4-Me > 4-MeO) are in accordance with the proposed mechanism. These findings support our hypothesis that the reaction rate of transferable group, R T changes depending on the residual group, RR in mixed cuprates. RRRTCuM (M = Li, MgX, ZnX) and also provide a kinetic explanation for the commonly accepted hypothesis regarding the dependence of the RT group transfer ability on the strength of the R ReCu bond in mixed cuprates, RRRTCuLi.