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Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin

Product Name
Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin
CAS No.
67217-55-4
Chemical Name
Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin
Synonyms
Mono-6-O-Tosyl-beta-Cyclodextrin;Mono(6-O-p-tolylsulfonyl)-β-cyclodextrin;6-Mono(O-toluenesulfonyl)-β-cyclodextrin;mono-(6-p-toluenesulfonyl)-β-cyclodextrin;Mono-(6-p-toluenesulfonyl)-b-cyclodextrin;Mono-6-O-(p-toluenesulfonyl)-b-cyclodextrin;Mono-6-O-(p-toluenesulfonyl)-β-cyclodextrin;6A-(4-methylbenzenesulfonate)- -Cyclodextrin;Mono-(6-p-toluenesulfonyl)-beta-cyclodextrin;β-Cyclodextrin, 6A-(4-methylbenzenesulfonate)
CBNumber
CB22130961
Molecular Formula
C49H76O37S
Formula Weight
1289.17
MOL File
67217-55-4.mol
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Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin Property

Melting point:
179 °C
Density 
1.591±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
Soluble in DMF, DMSO. Insoluble in water, methanol, chloroform.
form 
Solid powder or crystals
pka
12.47±0.70(Predicted)
color 
White
optical activity
111.603° (C=0.01 g/ml, DMF)
InChI
InChI=1/C49H76O37S/c1-13-2-4-14(5-3-13)87(70,71)72-12-21-42-28(62)35(69)49(79-21)85-41-20(11-55)77-47(33(67)26(41)60)83-39-18(9-53)75-45(31(65)24(39)58)81-37-16(7-51)73-43(29(63)22(37)56)80-36-15(6-50)74-44(30(64)23(36)57)82-38-17(8-52)76-46(32(66)25(38)59)84-40-19(10-54)78-48(86-42)34(68)27(40)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-/s3
InChIKey
URYLJCBFCXEADB-UVTLCHRDNA-N
SMILES
S(=O)(=O)(C1C=CC(C)=CC=1)OC[C@H]1O[C@@]2([H])[C@@H]([C@@H](O)[C@]1([H])O[C@@]1([H])O[C@H](CO)[C@@]([C@H](O)[C@H]1O)([H])O[C@@]1([H])O[C@H](CO)[C@@]([C@H](O)[C@H]1O)([H])O[C@@]1([H])O[C@H](CO)[C@@]([H])(O[C@@]3([C@H](O)[C@@H](O)[C@@]([H])([C@@H](CO)O3)O[C@@]3([C@H](O)[C@@H](O)[C@@]([H])([C@@H](CO)O3)O[C@@]3([C@H](O)[C@@H](O)[C@@]([H])([C@@H](CO)O3)O2)[H])[H])[H])[C@H](O)[C@H]1O)O |&1:12,14,16,17,19,22,25,28,29,31,35,38,41,42,44,48,51,54,57,58,60,62,64,69,70,72,74,76,81,82,84,86,88,96,98,r|
CAS DataBase Reference
67217-55-4
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Safety

HS Code 
9999999999
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical
Product number
M3398
Product name
Mono-6-O-(p-toluenesulfonyl)-β-cyclodextrin
Packaging
1G
Price
$135
Updated
2025/07/31
TCI Chemical
Product number
M1381
Product name
Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin
Purity
>85.0%(HPLC)
Packaging
200mg
Price
$355
Updated
2023/06/20
TRC
Product number
M732785
Product name
Mono(6-O-p-tolylsulfonyl)-β-cyclodextrin
Packaging
5mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
OM11989
Product name
Mono-6-O-(p-toluenesulfonyl)-b-cyclodextrin
Packaging
100mg
Price
$85
Updated
2021/12/16
Biosynth Carbosynth
Product number
OM11989
Product name
Mono-6-O-(p-toluenesulfonyl)-b-cyclodextrin
Packaging
1g
Price
$350
Updated
2021/12/16
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Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin Chemical Properties,Usage,Production

Uses

Mono(6-O-p-tolylsulfonyl)-β-cyclodextrin (CAS# 67217-55-4) is carbohydrate used in the preparation of electroactive polyaniline/silica hybrid sol-gels. Recently, mono(6-O-p-tolylsulfonyl)-β-cyclodextrin has been proposed for use as a catalyst for atmospheric CO2 fixation by conversion to cuclic carbonate.

Synthesis

2232-08-8

7585-39-9

67217-55-4

The general procedure for the synthesis of mono-6-O-(p-toluenesulfonyl)-β-cyclodextrin from 1-(p-toluenesulfonyl)imidazole and β-cyclodextrin was as follows: in a 1L two-necked round-bottomed flask, β-cyclodextrin (40.0 g, 35.2 mmol) was dissolved in 450 mL of deionized water at 60°C with vigorous stirring until complete dissolution. To the resulting emulsion suspension was added 1-(p-toluenesulfonyl)-imidazole (12 g, 54 mmol). After the reaction mixture was stirred for 2 hours, a 25 mL aqueous solution of sodium hydroxide (9 g, 225 mmol) was slowly added (about 20 minutes to complete the drop). After continued stirring for 20 minutes, unreacted 1-(p-toluenesulfonyl)-imidazole was removed by filtration through a sintered glass funnel. Subsequently, ammonium chloride (24.1 g, 900 mmol) was added to the reaction solution to quench the reaction and all solids were dissolved by rotary evaporation. The reaction mixture was concentrated to half the original volume by blowing a stream of air over its surface. The resulting suspension was filtered through a large sintered glass funnel and the collected solids were washed sequentially with ice water (2 x 100 mL) and acetone (1 x 200 mL), and finally dried in a vacuum desiccator with CaCl2 as the drying agent to constant weight. The product 20.63 g was obtained in 45.39% (16 mmol) yield.

References

[1] Tetrahedron Letters, 2013, vol. 54, # 25, p. 3268 - 3273
[2] Synthetic Communications, 2014, vol. 44, # 5, p. 589 - 599
[3] Green Chemistry, 2014, vol. 16, # 6, p. 3117 - 3124
[4] Carbohydrate Research, 2016, vol. 430, p. 85 - 94
[5] Organic Syntheses, 2000, vol. 77, p. 225 - 225

Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin Preparation Products And Raw materials

Raw materials

Preparation Products

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Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin Suppliers

J & K SCIENTIFIC LTD.
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View Lastest Price from Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin 67217-55-4
Price
US $0.00/g
Min. Order
1g
Purity
98%min
Supply Ability
1000g
Release date
2021-08-25
Henan Aochuang Chemical Co.,Ltd.
Product
Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin 67217-55-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-16
LY Global chemicals co.,ltd .
Product
Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin 67217-55-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kg
Release date
2023-03-27

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