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

General Description

Phenylcopper(I) is a chemical compound with the formula CuC6H5, consisting of a copper ion bonded to a phenyl group. It is a reactive organometallic compound that is commonly used as a reagent in organic synthesis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. Phenylcopper(I) is a powerful nucleophile, readily donating its lone pair of electrons to electrophilic carbon atoms, enabling the formation of new chemical bonds. It is also used as a catalyst in various chemical reactions, such as the Grignard reaction and the Barbier reaction. However, phenylcopper(I) is highly air and moisture sensitive, and must be handled and stored under inert conditions to prevent degradation.

Upstream product

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

Downstream Products

• 98-95-3 nitrobenzene 
• 71-43-2 benzene 
• 91-01-0 1,1-Diphenylmethanol 
• 92-52-4 biphenyl 
• 57044-78-7 (2-ethyl-hex-1(E)-enyl)-benzene 
• 2901-28-2 ethyl α-phenylhexanoate 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 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 
• 934-56-5 trimethyl(phenyl)stannane 
• 74468-59-0 C₆H₅CSSCu((C₆H₅)2PCH₂)2 
• 501-65-5 diphenyl acetylene 
• 108714-12-1 3-methyl-1-phenylindolizine 

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.