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141556-45-8

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  • China Largest factory Manufacturer Supply 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride CAS 141556-45-8

    Cas No: 141556-45-8

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141556-45-8 Usage

Chemical Properties

off-white to beige powder

Uses

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride is used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases. For use in the Pd-catalyzed cross-coupling of aryl Grignards with aryl chlorides (Kumada reaction). Many examples have been recorded of the use of NHC ligands in the Suzuki coupling reaction, for examples utilizing 1,3-dimesitylimidazol-2-ylidene, in the coupling of arylboronic acids with relatively unreactive aryl chlorides.

Reactions

Precursor to the nucleophilic carbene that serves as a bulky, electron-rich "phosphine mimic" for metal-catalyzed reactions.(a) Palladium-catalyzed Suzuki cross-coupling of aryl chlorides.(b) Palladium-catalyzed Kumada cross-coupling of aryl chlorides.(c) Ruthenium-carbene catalysts for ring-closing metathesis.(d) Suzuki coupling of aryltrimethylammonium salts.(e) Sonogashira coupling of aryl bromides.Precursor to a nucleophilic carbene that serves as catalyst.Ligand for arylation of aldehydes.Ligand for carbene catalyzed intermolecular arylation of C-H bonds.Catalyst for boron conjugate additions to cyclic and acyclic α,β-unsaturated carbonyls.Ligand for dehydrogenative cyclocondensation of aldehydes, alkynes, and dialkylsilanes.Precursor for carbene for conjugate silylation of alpha, beta-unsaturated carbonyls.

Check Digit Verification of cas no

The CAS Registry Mumber 141556-45-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,1,5,5 and 6 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 141556-45:
(8*1)+(7*4)+(6*1)+(5*5)+(4*5)+(3*6)+(2*4)+(1*5)=118
118 % 10 = 8
So 141556-45-8 is a valid CAS Registry Number.
InChI:InChI=1/C21H27N2.ClH/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;/h9-13H,7-8H2,1-6H3;1H/q+1;/p-1

141556-45-8 Well-known Company Product Price

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  • TCI America

  • (D3446)  1,3-Dimesitylimidazolium Chloride  >98.0%(HPLC)

  • 141556-45-8

  • 1g

  • 635.00CNY

  • Detail
  • TCI America

  • (D3446)  1,3-Dimesitylimidazolium Chloride  >98.0%(HPLC)

  • 141556-45-8

  • 5g

  • 2,120.00CNY

  • Detail
  • Alfa Aesar

  • (H27535)  1,3-Dimesitylimidazolium chloride, 96%   

  • 141556-45-8

  • 1g

  • 594.0CNY

  • Detail
  • Alfa Aesar

  • (H27535)  1,3-Dimesitylimidazolium chloride, 96%   

  • 141556-45-8

  • 5g

  • 2364.0CNY

  • Detail

141556-45-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE

1.2 Other means of identification

Product number -
Other names 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

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:141556-45-8 SDS

141556-45-8Relevant articles and documents

Synthesis, characterization, electrochemical properties and catalytic reactivity of N-heterocyclic carbene-containing diiron complexes

Wang, Yanhong,Zhang, Tianyong,Li, Bin,Jiang, Shuang,Sheng, Liao

, p. 29022 - 29031 (2015)

(μ-dmedt)[Fe(CO)3]2 (I, dmedt = 2,3-butanedithiol) was chosen as the parent complex. A series of new model complexes, N-heterocyclic carbene (NHC) substituted (μ-dmedt)[Fe-Fe]-NHC (II, (μ-dmedt)[Fe(CO)2]2[IMe(CH2)2IMe], IMe = 1-methylimidazol-2-ylidene; III, {(μ-dmedt)[Fe2(CO)5]}2[IMe(CH2)2IMe]; IV, (μ-dmedt)[Fe2(CO)5]IMes, IMes = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene; V, (μ-dmedt)[Fe2(CO)5]IMe, IMe = 1,3-dimethylimidazol-2-ylidene) as mimics of the [Fe-Fe]-H2ase active site were synthesized from I and characterized using solution IR spectroscopy, NMR spectroscopy, elemental analysis and single-crystal X-ray diffraction. The electrochemical properties of complexes I-V, with and without the addition of HOAc, were investigated by cyclic voltammetry in the coordinating solvent CH3CN to evaluate the effects of different NHC ligands on the redox properties of the iron atoms of the series of complexes. It was concluded that all the new complexes are electrochemical catalysts for proton reduction to hydrogen. The symmetrically substituted cisoid basal/basal coordination complex II displays the most negative reduction potential owing to the stronger δ-donating ability of the NHC and the orientation of the NHC donor carbon as a result of the constraints of the bridging bidentate ligands. A new application for the [Fe-Fe]-NHC model complexes in the direct catalytic hydroxylation of benzene to phenol was also studied. Under the optimized experimental conditions (II, 0.01 mmol; benzene, 0.1 mL; CH3CN, 2.0 mL; H2O2, 6.0 mmol; 60 °C, 3 h), the maximal phenol yield was 26.7%.

Application of Quantitative 1H and 19F NMR to Organometallics

Akhdar, Ayman,Andanson, Jean-Michel,Faure, Sophie,Gautier, Arnaud,Tra?kia, Mounir

, (2021/08/03)

Purity assessment of organometallics is particularly important for catalytic applications. While quantitative NMR is a well-known method in pharmaceutic chemistry, the present work illustrates its usefulness for the determination of the ligands and organometallics purities using proton and fluorine NMR. This method is fast, straightforward and provides accuracy results.

New expanded-ring NHC platinum(0) complexes: Synthesis, structure and highly efficient diboration of terminal alkenes

Rzhevskiy, Sergey A.,Topchiy, Maxim A.,Lyssenko, Konstantin A.,Philippova, Anna N.,Belaya, Maria A.,Ageshina, Alexandra A.,Bermeshev, Maxim V.,Nechaev, Mikhail S.,Asachenko, Andrey F.

supporting information, (2020/02/18)

The synthesis and structural characterization of a series of novel platinum(0) complexes were reported. A number of (NHC)Pt(dvtms) (dvtms = 1,3-divinyl-1,1,3,3-tetramethyldisiloxane) complexes were investigated in catalytic addition of B2Pin2 to terminal alkenes. The novel expanded ring N-heterocyclic carbene complex (7-Dipp)Pt(dvtms) showed highest performance, turnover numbers up to 3800 were achieved. The scope of the reaction was illustrated by 20 examples with a variety of alkyl, alkoxy, halogen, ester, ketone and acetal substituents.

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