Welcome to LookChem.com Sign In|Join Free

CAS

  • or

1078-58-6

Post Buying Request

1078-58-6 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

1078-58-6 Usage

Chemical Properties

White to light yellow crystalline powder

Uses

Diphenylzinc is used as the synthetic equivalent of ph- synthon. It is also useful in a Michael 1,4-addition reactions. It is used as a catalyst for propylene oxide polymerization in benzene medium. Further, it is a reactive coupling compound in Negishi cross-coupling reactions. In addition to this, it utilized in the preparation of arylcopper, arylsilver and arylgold compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 1078-58-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,7 and 8 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1078-58:
(6*1)+(5*0)+(4*7)+(3*8)+(2*5)+(1*8)=76
76 % 10 = 6
So 1078-58-6 is a valid CAS Registry Number.
InChI:InChI=1/2C6H5.Zn/c2*1-2-4-6-5-3-1;/h2*1-5H;/rC12H10Zn/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H

1078-58-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (87908)  Diphenylzinc, 98+%   

  • 1078-58-6

  • 1g

  • 1269.0CNY

  • Detail
  • Alfa Aesar

  • (87908)  Diphenylzinc, 98+%   

  • 1078-58-6

  • 5g

  • 5796.0CNY

  • Detail

1078-58-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name diphenylzinc

1.2 Other means of identification

Product number -
Other names phosphoric acid diphenyl ester vinyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1078-58-6 SDS

1078-58-6Relevant articles and documents

Elusive transmetalation intermediate in copper-catalyzed conjugate additions: Direct Nmr detection of an ethyl group attached to a binuclear phosphoramidite copper complex

Von Rekowski, Felicitas,Koch, Carina,Gschwind, Ruth M.

, p. 11389 - 11395 (2014)

Copper-catalyzed asymmetric conjugate addition reactions are a very powerful and widely applied method for enantioselective carbon-carbon bond formation. However, structural and mechanistic insight into these famous reactions has been very limited so far. In this article, the first direct experimental detection of transmetalation intermediates in copper-catalyzed reactions is presented. Special combinations of 1H,31P HMBC spectra allow for the identification of complexes with chemical bonds between the alkyl groups and the copper complexes. For the structural characterization of these transmetalation intermediates, a special approach is applied, in which samples using enantiopure ligands are compared with samples using enantiomeric mixtures of ligands. It is experimentally proven, for the first time, that the dimeric copper complex structure is retained upon transmetalation, providing an intermediate with mixed trigonal/tetrahedral coordination on the copper atoms. In addition, monomeric intermediates with one ligand, but no intermediates with two ligands, are detected. These experimental results, in combination with the well-known optimal ligand-to-copper ratio of 2:1 in synthetic applications, allow us to propose that a binuclear transmetalation intermediate is the reactive species in copper-catalyzed asymmetric conjugate addition reactions. This first direct experimental insight into the structure of the transmetalation intermediate is expected to support the mechanistic and theoretical understanding of this important class of reactions and to enable their further synthetic development. In addition, the special NMR approach presented here for the identification and characterization of intermediates below the detection limit of 1H NMR spectra can be applied also to other classes of catalyses.

-

Gilman,Bailie

, p. 84,85,86 (1937)

-

Nickel-catalyzed multicomponent coupling of alkyne, buta-1,3-diene, and dimethylzinc under carbon dioxide

Mori, Yasuyuki,Mori, Takamichi,Onodera, Gen,Kimura, Masanari

, p. 2287 - 2292 (2014)

A nickel catalyst promoted the coupling of alkynes with buta-1,3-diene and dimethylzinc under carbon dioxide to provide (5E,8Z)-2-vinyldeca-5,8-dienoic acids with high regio- and stereo selectivity. Georg Thieme Verlag Stuttgart. New York.

Remarkably Selective Formation of Allenyl and Dienyl Alcohols via Ni-Catalyzed Coupling Reaction of Conjugated Enyne, Aldehyde, and Organozinc Reagents

Mori, Yasuyuki,Kawabata, Toshiki,Onodera, Gen,Kimura, Masanari

, p. 2385 - 2395 (2016)

A nickel catalyst promotes the multi-component reactions (MCRs) of conjugated enynes, aldehydes, and organozinc reagents to form unsaturated alcohols. Ligand effects dramatically control the regioselectivity in these Ni-catalyzed MCRs, leading to the selective formation of allenyl alcohols and conjugated dienyl alcohols.

Organozinc-Mediated Direct C?C Bond Formation via C?N Bond Cleavage of Ammonium Salts

Wang, Dong-Yu,Morimoto, Koki,Yang, Ze-Kun,Wang, Chao,Uchiyama, Masanobu

, p. 2554 - 2557 (2017)

We report a direct cross-coupling reaction between diarylzinc (Ar2Zn) and aryltrimethylammonium salts (ArNMe3 +??OTf) in the presence of LiCl, via C?N bond cleavage. The reaction takes place smoothly upon heating in THF without any external catalyst, enabling an efficient and chemoselective formation of biaryl products. Mechanistic studies indicate that the reaction proceeds through a single electron transfer route.

Reactivity of mixed organozinc and mixed organocopper reagents: 5-A kinetic insight to compare the transfer ability of the same group in copper catalyzed alkylation of mixed and homozincates

Erdik, Ender,Serdar, Ebru Zeynep

, p. 1 - 8 (2012)

A detailed kinetic investigation and activation parameters are reported for copper catalyzed coupling reaction of mixed zincate, n-BuPh2ZnMgBr and homozincate, Ph3ZnMgBr with n-pentyl bromide in THF at 25-65 °C. An empirical rate law can be expressed as rate = k[zincate]0 [alkyl bromide]1 [CuI]1. The reaction rate of transferable phenyl group in mixed catalytic cuprate, n-BuPhCuMgBr derived from mixed zincate is higher than the rate of catalytic homocuprate Ph2CuMgBr derived from homozincate. A catalytic cycle and the mechanism which accommodates the kinetic data and activation parameters is given. These results show that the reaction rate of transferable group changes depending on the residual group in the reactions of mixed diorganocuprates and also provide a kinetic support for the commonly accepted hypothesis regarding the dependence of the R 1 group transfer ability on the strength of R2-Cu bond in reactions of R1R2CuMgBr reagents.

Exploring Electrochemical C(sp3)-H Oxidation for the Late-Stage Methylation of Complex Molecules

Ho, Justin S. K.,Lin, Song,Liu, Kaida,Mao, Kaining,Neurock, Matthew,Novaes, Luiz F. T.,Tanwar, Mayank,Terrett, Jack A.,Villemure, Elisia

supporting information, p. 1187 - 1197 (2022/02/05)

The magic methyl effect, a dramatic boost in the potency of biologically active compounds from the incorporation of a single methyl group, provides a simple yet powerful strategy employed by medicinal chemists in the drug discovery process. Despite significant advances, methodologies that enable the selective C(sp3)-H methylation of structurally complex medicinal agents remain very limited. In this work, we disclose a modular, efficient, and selective strategy for the α-methylation of protected amines (i.e., amides, carbamates, and sulfonamides) by means of electrochemical oxidation. Mechanistic analysis guided our development of an improved electrochemical protocol on the basis of the classic Shono oxidation reaction, which features broad reaction scope, high functional group compatibility, and operational simplicity. Importantly, this reaction system is amenable to the late-stage functionalization of complex targets containing basic nitrogen groups that are prevalent in medicinally active agents. When combined with organozinc-mediated C-C bond formation, our protocol enabled the direct methylation of a myriad of amine derivatives including those that have previously been explored for the magic methyl effect. This synthesis strategy thus circumvents multistep de novo synthesis that is currently necessary to access such compounds and has the potential to accelerate drug discovery efforts.

Three-Component Difunctionalization of Cyclohexenyl Triflates: Direct Access to Versatile Cyclohexenes via Cyclohexynes

Cho, Seoyoung,McLaren, E. J.,Wang, Qiu

supporting information, p. 26332 - 26336 (2021/11/10)

Difunctionalization of strained cyclic alkynes presents a powerful strategy to build richly functionalized cyclic alkenes in an expedient fashion. Herein we disclose an efficient and flexible approach to achieve carbohalogenation, dicarbofunctionalization, aminohalogenation and aminocarbonation of readily available cyclohexenyl triflates. We have demonstrated the novel use of zincate base/nucleophile system for effective formation of key cyclohexyne intermediates and selective addition of various carbon and nitrogen nucleophiles. Importantly, leveraging the resulting organozincates enables the incorporation of a broad range of electrophilic partners to deliver structurally diverse cyclohexene motifs. The importance and utility of this method is also exemplified by the modularity of this approach and the ease in which even highly complex polycyclic scaffolds can be accessed in one step.

Quaternary Centers by Nickel-Catalyzed Cross-Coupling of Tertiary Carboxylic Acids and (Hetero)Aryl Zinc Reagents

Chen, Tie-Gen,Zhang, Haolin,Mykhailiuk, Pavel K.,Merchant, Rohan R.,Smith, Courtney A.,Qin, Tian,Baran, Phil S.

supporting information, p. 2454 - 2458 (2019/02/09)

This work bridges a gap in the cross-coupling of aliphatic redox-active esters with aryl zinc reagents. Previously limited to primary, secondary, and specialized tertiary centers, a new protocol has been devised to enable the coupling of general tertiary systems using nickel catalysis. The scope of this operationally simple method is broad, and it can be used to simplify the synthesis of medicinally relevant motifs bearing quaternary centers.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 1078-58-6