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2232-08-8

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2232-08-8 Usage

Description

1-[(4-Methylphenyl)sulfonyl]-1H-imidazole, also known as 1-(p-Toluenesulfonyl)imidazole, is an organic compound with the molecular formula C10H10N2SO2. It is a derivative of imidazole, featuring a tosyl group (sulfonyl) attached to the 4-methylphenyl group. 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole is known for its reactivity and is commonly used in chemical synthesis processes.

Uses

Used in Chemical Synthesis:
1-[(4-Methylphenyl)sulfonyl]-1H-imidazole is used as a reagent in chemical synthesis for converting alcohols to azides in a single step. This transformation is valuable in the preparation of various organic compounds and has applications in the pharmaceutical and chemical industries.
Used in Chiral Separation:
In the field of pharmaceuticals and biotechnology, 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole is used as a key component in the synthesis of cationic water-soluble cyclodextrin, specifically mono-6A-(1-butyl-3-imidazolium)-6A-deoxy-β-cyclodextrin chloride (BIMCD). BIMCD is an essential tool for the chiral separation of amino acids and anionic pharmaceuticals through capillary electrophoresis, which is crucial for the development and quality control of enantiomerically pure drugs.
Used in the Synthesis of Cyclodextrin Derivatives:
1-[(4-Methylphenyl)sulfonyl]-1H-imidazole is also utilized in the synthesis of cyclodextrin derivatives, which have a wide range of applications in the pharmaceutical, cosmetic, and food industries. These derivatives are known for their ability to form inclusion complexes with various guest molecules, enhancing their solubility, stability, and bioavailability.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 547, 1980 DOI: 10.1021/jo01291a044

Check Digit Verification of cas no

The CAS Registry Mumber 2232-08-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,3 and 2 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2232-08:
(6*2)+(5*2)+(4*3)+(3*2)+(2*0)+(1*8)=48
48 % 10 = 8
So 2232-08-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H10N2O2S/c1-9-2-4-10(5-3-9)15(13,14)12-7-6-11-8-12/h2-8H,1H3

2232-08-8 Well-known Company Product Price

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  • TCI America

  • (T1985)  1-(p-Toluenesulfonyl)imidazole  >98.0%(HPLC)(N)

  • 2232-08-8

  • 5g

  • 295.00CNY

  • Detail
  • TCI America

  • (T1985)  1-(p-Toluenesulfonyl)imidazole  >98.0%(HPLC)(N)

  • 2232-08-8

  • 25g

  • 886.00CNY

  • Detail
  • Alfa Aesar

  • (H54191)  1-(p-Toluenesulfonyl)imidazole, 98+%   

  • 2232-08-8

  • 5g

  • 382.0CNY

  • Detail
  • Alfa Aesar

  • (H54191)  1-(p-Toluenesulfonyl)imidazole, 98+%   

  • 2232-08-8

  • 25g

  • 1529.0CNY

  • Detail
  • Alfa Aesar

  • (H54191)  1-(p-Toluenesulfonyl)imidazole, 98+%   

  • 2232-08-8

  • 100g

  • 5076.0CNY

  • Detail
  • Aldrich

  • (244244)  1-(p-Toluenesulfonyl)imidazole  99%

  • 2232-08-8

  • 244244-5G

  • 452.79CNY

  • Detail

2232-08-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(4-methylphenyl)sulfonylimidazole

1.2 Other means of identification

Product number -
Other names 1H-Imidazole,1-[(4-methylphenyl)sulfonyl]

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:2232-08-8 SDS

2232-08-8Relevant articles and documents

Facile synthesis of β-cyclodextrin-dextran polymers by "click" chemistry

Nielsen, Thorbjorn Terndrup,Wintgens, Veronique,Amiel, Catherine,Wimmer, Reinhard,Larsen, Kim Lambertsen

, p. 1710 - 1715 (2010)

Three series of novel water-soluble β-cyclodextrin-dextran polymers have been prepared by "click" chemistry. The polymers were synthesized from alkyne-modified dextrans (AMDs) onto which mono-6-O-deoxy-monoazido- βCD (N3βCD) was grafted by a copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). The polymers have been characterized by NMR spectroscopy and size exclusion chromatography (SEC). The binding properties have been characterized by isothermal titration calorimetry (ITC) and show excellent accessibility of the βCDs.

Reactivity of nucleophiles towards X-3-(p-tolylsulfonyl)-1,2,3-benzoxathiazole 2,2-dioxides: Kinetics, activation volumes and mechanism

Andersen, Kenneth K.,Hubbard, Colin D.,Gerhard, Achim,Van Eldik, Rudi,Kociolek, Marting

, p. 175 - 181 (1997)

The kinetics of the reaction of four X-3-(p-tolylsulfonyl)-1,2,3-benzoxathiazole 2,2-dioxides (X=S-Cl, 5-Br, 5-NO2 and 6-NO2) with hydroxide ion and imidazole in aqueous acetonitrile and aqueous ethanol solutions were investigated at various pressures. The volumes of activation were all found to be negative and consistent with a bimolecular reaction involving considerable solvent electrostriction. No significant dependence on the solvent composition was found.

Water soluble homogeneous catalysts that are recoverable by phase selectivity and host-guest interactions

-

Page/Page column 8, (2020/08/30)

A chemical reaction is catalyzed in an organic solvent using a water soluble N-heterocyclic carbene homogeneous catalyst to form a reaction mixture. An aqueous phase in the reaction mixture. A solvent in which the catalyst is insoluble is added to the reaction mixture, causing the catalyst to migrate to the aqueous phase to form a catalyst-laden aqueous phase. The catalyst is extracted from the catalyst-laden aqueous phase.

Reusable shuttles for exchangeable functional cargos: Reversibly assembled, magnetically powered organocatalysts for asymmetric aldol reactions

Mendoza, Carolina,de la Croix, Augustin,Riente, Paola,Llorens, Lluís,de Mendoza, Javier,Pericàs, Miquel A.

supporting information, (2019/09/17)

A supramolecular approach has been followed to support adamantyl substituted proline organocatalysts onto the surface of magnetite nanoparticles decorated with a β-cyclodextrin motif. The resulting magnetic nanoparticles (ca. ~10 nm diameter) were used as modular, magnetically recyclable catalysts in the asymmetric aldol reaction of aromatic aldehydes with cyclic ketones in water. The catalytic assemblies can be easily dismantled in organic media, and the recovered nanoparticles (magnetically powered chemical shuttles) re-complexed with another suitably substituted catalytic unit (replaceable functional cargo).

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