Mono-(6-p-toluenesulfonyl)-β-cyclodextrin

Basic Information

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CAS Number

67217-55-4

Molecular Formula

C49H76O37S

Molecular Weight

1289.18 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Density

1.591±0.06 g/cm3 (20 ºC 760 Torr),

SMILES

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Cc1ccc(cc1)S(=O)(=O)OCC1OC2OC3C(CO)OC(OC4C(CO)OC(OC5C(CO)OC(OC6C(CO)OC(OC7C(CO)OC(OC8C(CO)OC(OC1C(O)C2O)C(O)C8O)C(O)C7O)C(O)C6O)C(O)C5O)C(O)C4O)C(O)C3O

InChI

InChI=1S/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

InChIKey

URYLJCBFCXEADB-UHFFFAOYSA-N

LogP

-13.508980000000033

Topological Polar Surface Area

577.1900000000002 Å²

Hydrogen Bond Donor/Acceptor

20 / 37

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

Mono[6-O-(p-toluenesulfonyl)]-beta-cyclodextrin
Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin
6A-(4-methylbenzenesulfonate)- -Cyclodextrin
Mono-(6-p-Toluenesulfonyl)-Beta-cyclodextrin
Β-CYCLODEXTRIN, 6A-(4-METHYLBENZENESULFONATE)
Mono-6-(p-tolylsulfonyl)-beta-cyclodextrin
Mono-6-(p-tosyl)-beta-cyclodextrin
Mono-6-O-tosyl-beta-cyclodextrin
Mono-6-deoxy-6-(p-tolylsulfonyl)-beta-cyclodextrin
Mono-6-p-toluenesulfonyl-beta-cyclodextrin
Mono-deoxy-6-(p-tolylsulfonyl)-beta-cyclodextrin
beta-Cyclodextrin 6-monotosylate

MDL Number

MFCD05864975

FAQ

What are the physical and chemical properties of Mono-(6-p-toluenesulfonyl)-β-cyclodextrin (CAS: 67217-55-4)?

Mono-(6-p-toluenesulfonyl)-β-cyclodextrin (CAS: 67217-55-4) is a white crystalline powder with a molecular weight of approximately 1485 g/mol. It has excellent solubility in organic solvents such as methanol and ethanol but is insoluble in water. The compound exhibits moderate reactivity due to the presence of the toluenesulfonyl group, which can undergo hydrolysis under basic conditions. It is stable under normal storage conditions but should be protected from moisture and heat.

How is Mono-(6-p-toluenesulfonyl)-β-cyclodextrin (CAS: 67217-55-4) typically synthesized?

Mono-(6-p-toluenesulfonyl)-β-cyclodextrin (CAS: 67217-55-4) is synthesized by the reaction of 6-p-toluenesulfonyl chloride with β-cyclodextrin in the presence of a suitable base such as triethylamine. The reaction requires a neutral to slightly basic environment and typically yields a product with high purity. The process involves careful temperature and time control to ensure the desired product is formed with high selectivity and yield.

What industries use Mono-(6-p-toluenesulfonyl)-β-cyclodextrin (CAS: 67217-55-4)?

Mono-(6-p-toluenesulfonyl)-β-cyclodextrin (CAS: 67217-55-4) is used in various industries including pharmaceuticals, where it can be used as a stabilizer or carrier for drugs. It is also utilized in the production of sensors and semiconductors due to its unique physicochemical properties. Additionally, it can be found in polymer synthesis as a modifier and in the formulation of cosmetics and personal care products.

What precautions should be taken when handling Mono-(6-p-toluenesulfonyl)-β-cyclodextrin (CAS: 67217-55-4)?

When handling Mono-(6-p-toluenesulfonyl)-β-cyclodextrin (CAS: 67217-55-4), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be stored in a cool, dry place away from heat sources and incompatible substances. Spills should be cleaned up immediately using appropriate absorbent materials. Emergency showers and eye wash stations should be readily available. Always consult the safety data sheet (SDS) for detailed handling and safety information.