84216-71-7

Basic information

• Product Name: MONO-2-O-(P-TOLUENESULFONYL)-BETA-CYCLODEXTRIN
• Synonyms: MONO-2-O-(P-TOLUENESULFONYL)-BETA-CYCLODEXTRIN;Mono-2-O-(p-toluenesulfonyl)-beta-cyclodextrin Hydrate;Mono-2-O-(p-toluenesulfonyl)-βMono-2-O-(p-toluenesulfonyl)-β-cyclodextrin Hydrate
• CAS NO: 84216-71-7
• Molecular Formula: C₄₉H₇₆O₃₇S
• Molecular Weight: 1289.17
• Product Categories: Biochemistry;Cyclodextrins;Functional Materials;Macrocycles for Host-Guest Chemistry;Oligosaccharides;Sugars
• Mol File: 84216-71-7.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• Density: 1.83g/cm³
• Refractive Index: 127.5 ° (C=4, DMSO)
• CAS DataBase Reference: MONO-2-O-(P-TOLUENESULFONYL)-BETA-CYCLODEXTRIN(CAS DataBase Reference)
• NIST Chemistry Reference: MONO-2-O-(P-TOLUENESULFONYL)-BETA-CYCLODEXTRIN(84216-71-7)
• EPA Substance Registry System: MONO-2-O-(P-TOLUENESULFONYL)-BETA-CYCLODEXTRIN(84216-71-7)

Safety Data

• Hazardous Substances Data: 84216-71-7(Hazardous Substances Data)

Usage

Description

MONO-2-O-(P-TOLUENESULFONYL)-BETA-CYCLODEXTRIN is a carbohydrate derivative that is used in the preparation of cyclodextrin chiral stationary phase for liquid chromatographic enantioseparations. It is characterized by the presence of a p-toluenesulfonyl group attached to the 2-O position of the beta-cyclodextrin molecule, which imparts unique properties and applications in various fields.

Uses

Used in Pharmaceutical Industry:
MONO-2-O-(P-TOLUENESULFONYL)-BETA-CYCLODEXTRIN is used as a chiral stationary phase in liquid chromatography for the enantiomeric separation of chiral compounds. This is important in the pharmaceutical industry, as it allows for the separation and analysis of enantiomers, which can have different biological activities and pharmacological effects.
Used in Analytical Chemistry:
In analytical chemistry, MONO-2-O-(P-TOLUENESULFONYL)-BETA-CYCLODEXTRIN is used as a chiral selector for the separation and analysis of enantiomers. This is crucial for determining the purity and composition of chiral compounds, which can have significant implications for their performance and safety.
Used in Research and Development:
MONO-2-O-(P-TOLUENESULFONYL)-BETA-CYCLODEXTRIN is also used in research and development for the study of chiral compounds and their interactions with other molecules. This can provide valuable insights into the structure, properties, and potential applications of these compounds in various fields, including pharmaceuticals, materials science, and biotechnology.

InChI:InChI=1/C49H76O37S/c1-13-2-4-14(5-3-13)87(70,71)86-42-34(69)41-21(12-56)78-49(42)85-40-20(11-55)77-47(33(68)27(40)62)83-38-18(9-53)75-45(31(66)25(38)60)81-36-16(7-51)73-43(29(64)23(36)58)79-35-15(6-50)72-44(28(63)22(35)57)80-37-17(8-52)74-46(30(65)24(37)59)82-39-19(10-54)76-48(84-41)32(67)26(39)61/h2-5,15-69H,6-12H2,1H3/t15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34+,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49-/m1/s1

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 7585-39-9 β‐cyclodextrin 
• 104-15-4 toluene-4-sulfonic acid 
• 2232-08-8 N-tosylimidazole 
• 3899-90-9 3-nitrophenyl 4-methylbenzenesulfonate 

Downstream Products

• 104-15-4 toluene-4-sulfonic acid 
• 7585-39-9 β‐cyclodextrin 

Relevant articles and documents

REGIOSELECTIVE SULFONATION OF A SECONDARY HYDROXYL GROUP OF CYCLODEXTRINS

A new and convenient procedure has been developed for the regioselective tosylation of a C-2 hydroxyl group of cyclodextrins via cyclic tin intermediate.

Facile one-step synthesis of mono-2-(p-tolylsulfonyl)-β-cyclodextrin under aqueous conditions

A new and convenient method is presented for the synthesis of mono-2-(p-tolylsulfonyl)-β-cyclodextrin under aqueous conditions that does not require large amounts of polar organic solvents such as DMF, metal-containing reagents such as dibutyltin oxide, o

Preparation and self-inclusion properties of p-xylylenediamine-modified β-cyclodextrins: dependence on the side of modification

β-Cyclodextrin (β-CDx) derivatives modified with p-xylylenediamine at the 3-position, mono-3-deoxy-3-[4-(aminomethyl)benzylamino]-β-CDx (1; β-CDx-3-p-xylylenediamine) was prepared by the reaction of β-CDx-2,3-manno-epoxide with p-xylylenediamine. The circ

Disparate orientation of [1]rotaxanes

A novel [1]rotaxane 2 has been synthesized employing a 4-methyl-benzenesulfonyl and an azobenzene modified β-cyclodextrin (β-CyD) at the 2 position, through self-inclusion complexation and Suzuki-coupling capping in aqueous solution. Disparate absorption,

A Cyclodextrin-Based Photoresponsive Molecular Gate that Functions Independently of Either Solvent or Potentially Competitive Guests

The photoinduced interconversion between cinnamido-substituted cyclodextrins constitutes a gating switch through which the substituent moves to open or block access to the cyclodextrin cavity. Most unusually for a cyclodextrin-based device, the operation of this gate is solvent-independent and unaffected by potentially competitive guests. It occurs in MeOH and DMSO, as well as in water. This contrasts with other cyclodextrin inclusion phenomena that are usually driven by hydrophobic effects and limited to aqueous media. Shut the gate: A very unusual cyclodextrin gate has been found that opens and shuts photochemically, instead of being operated by hydrophobic effects and therefore limited to aqueous media.

Direct regioselective esterification at O-2 of β- Cyclodextrin and hydrolysis by neighboring-group participation

A simple and efficient strategy for direct regioselective esterification at O-2 of β-cyclodextrin was developed by using the combination of N,N?-carbonyldiimidazole and carbonate buffer in 1,4-dioxane, which does not require large amounts of polar organic solvents such as DMF, toxic solvents such as CH3CN, or flammable bases such as NaH. Moreover, their hydrolyses by neighboring-group participation were observed. Mono-2-tosyl- β-cyclodextrin was liable to epoxidation, while mono-2-(p-methylbenzoyl)- β- cyclodextrin liable to isomerization. They had different mechanisms of hydrolysis.