Mono-2-O-(p-toluenesulfonyl)-beta-cyclodextrin

Base Information

• Chemical Name: Mono-2-O-(p-toluenesulfonyl)-beta-cyclodextrin
• CAS No.: 84216-71-7
• Molecular Formula: C49H76 O37 S
• Molecular Weight: 1289.19
• DSSTox Substance ID: DTXSID60473938
• Wikidata: Q82303639
• Mol file: 84216-71-7.mol

Synonyms:84216-71-7;Mono-2-O-(p-toluenesulfonyl)-beta-cyclodextrin;Mono-2-O-(p-toluenesulfonyl)-beta-cyclodextrin Hydrate;DTXSID60473938;84216-71-7 (name error);HY-W145627;CS-0226055;M1741;T72984

Chemical Property of Mono-2-O-(p-toluenesulfonyl)-beta-cyclodextrin

Chemical Property:

• Refractive Index: 127.5 ° (C=4, DMSO)
• PSA: 585.57000
• Density: 1.83g/cm³
• LogP: -12.42820
• XLogP3: -13
• Hydrogen Bond Donor Count: 20
• Hydrogen Bond Acceptor Count: 37
• Rotatable Bond Count: 10
• Exact Mass: 1288.3786145
• Heavy Atom Count: 87
• Complexity: 2260

Purity/Quality:

98%,99%, ^*data from raw suppliers

Mono-2-O-(p-toluenesulfonyl)-β-cyclodextrin Hydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2C(C3C(OC2OC4C(OC(C(C4O)O)OC5C(OC(C(C5O)O)OC6C(OC(C(C6O)O)OC7C(OC(C(C7O)O)OC8C(OC(C(C8O)O)OC9C(OC(O3)C(C9O)O)CO)CO)CO)CO)CO)CO)CO)O
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)O[C@@H]2[C@H]([C@H]3[C@H](O[C@@H]2O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](O[C@@H]([C@@H]([C@H]7O)O)O[C@@H]8[C@H](O[C@@H]([C@@H]([C@H]8O)O)O[C@@H]9[C@H](O[C@H](O3)[C@@H]([C@H]9O)O)CO)CO)CO)CO)CO)CO)CO)O
• Uses: Mono-2-O-(p-toluenesulfonyl)-beta-cyclodextrin Hydrate (CAS# 84216-71-7) is a carbohydrate used in the preparation of cyclodextrin chiral stationary phase for liquid chromatographic enantioseparations.

Technology Process of Mono-2-O-(p-toluenesulfonyl)-beta-cyclodextrin

There total 5 articles about Mono-2-O-(p-toluenesulfonyl)-beta-cyclodextrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 41.0%

p-toluenesulfonyl chloride (98-59-9) + β‐cyclodextrin (7585-39-9) → 2I-O-(p-toluenesulfonyl)-β-cyclodextrin (84216-71-7)

Guidance literature:

With sodium hydroxide; In water; acetonitrile; for 4h;

DOI:10.1016/j.tetlet.2007.07.209

Reference yield: 40.0%

N-tosylimidazole (2232-08-8) + β‐cyclodextrin (7585-39-9) → 2I-O-(p-toluenesulfonyl)-β-cyclodextrin (84216-71-7)

Guidance literature:

In N,N-dimethyl-formamide; for 2h; sonication;

DOI:10.1016/j.tetlet.2007.10.104

Reference yield: 31.0%

toluene-4-sulfonic acid (104-15-4) + β‐cyclodextrin (7585-39-9) → 2I-O-(p-toluenesulfonyl)-β-cyclodextrin (84216-71-7)

Guidance literature:

toluene-4-sulfonic acid; With 1,1'-carbonyldiimidazole; In 1,4-dioxane; at 20 ℃; for 2h;

β‐cyclodextrin; In 1,4-dioxane; at 50 ℃; for 1h; pH=9.9; aq. carbonate buffer;

DOI:10.1155/2012/398683

upstream raw materials:

3-nitrophenyl 4-methylbenzenesulfonate

β‐cyclodextrin

p-toluenesulfonyl chloride

N-tosylimidazole

Downstream raw materials:

toluene-4-sulfonic acid

β‐cyclodextrin

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