2,6-Di-O-methyl-β-cyclodextrin

Basic Information

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CAS Number

51166-71-3

Molecular Formula

C56H98O35

Molecular Weight

1331.37 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

298-310 °C

Boiling Point

1203.6°C at 760 mmHg

Density

1.4000

Flash Point

187 °C

Solubility

H2O: soluble

Refractive Index

163 ° (C=1, H2O)

SMILES

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COCC1OC2OC3C(COC)OC(OC4C(COC)OC(OC5C(COC)OC(OC6C(COC)OC(OC7C(COC)OC(OC8C(COC)OC(OC1C(O)C2OC)C(O)C8OC)C(O)C7OC)C(O)C6OC)C(O)C5OC)C(O)C4OC)C(OC)C3O

InChI

InChI=1S/C56H98O35/c1-64-15-22-36-29(57)48(76-13)55(83-22)86-37-23(16-65-2)84-56(49(77-14)30(37)58)91-42-28(21-70-7)82-54(35(63)47(42)75-12)90-41-27(20-69-6)81-53(34(62)46(41)74-11)89-40-26(19-68-5)80-52(33(61)45(40)73-10)88-39-25(18-67-4)79-51(32(60)44(39)72-9)87-38-24(17-66-3)78-50(85-36)31(59)43(38)71-8/h22-63H,15-21H2,1-14H3

InChIKey

XUUINCAQQVCSKK-UHFFFAOYSA-N

LogP

-6.073200000000035

Topological Polar Surface Area

400.05000000000007 Å²

Hydrogen Bond Donor/Acceptor

7 / 35

Complexity

1690

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

Heptakis(2,6-di-O-methyl)-beta-cyclodextrin
2,6-Di-O-methyl-β-cyclodextrin
Dimethyl β-cyclodextrin
DIMETHYL-Β-CYCLODEXTRIN
Di-O-methyl-β-cyclodextrin
2,6-DI-O-METHYL-BETA-CYCLODEXTRIN
Dimethyl-beta-cyclodextrin,methylated beta-cyclodextrins
Methyl-beta-cyclodextrin (2,6-Di-O-methyl- and partially 2,3,6-Tri-O-methyl- mixture)
5FJP73E35O
Dimethyl-beta-cyclodextrin
heptakis(2,6-O-dimethyl)beta-cyclodextrin
Heptakis-2,6-di-O-methyl-beta-cyclodextrin
DM-beta-CyD
Dimethyl
A-cyclodextrin
2,6-DMe-beta-cyclodextrin
2,6-di-O-methyl-beta-CD
2,6-Dimethyl-b-cyclodextrin
BDBM36245
QGKBSGBYSPTPKJ-UZMKXNTCSA-N
beta-Cyclodextr

MDL Number

MFCD00011616

Customs Code

29400090

FAQ

What are the physical and chemical properties of 2,6-Di-O-methyl-β-cyclodextrin (CAS: 51166-71-3)?

2,6-Di-O-methyl-β-cyclodextrin is a cyclic oligosaccharide derivative with a molecular weight of approximately 1,322 g/mol. It is a white, crystalline solid with good solubility in water. Chemically, it is known for its ability to form inclusion complexes with a wide range of guest molecules, enhancing their solubility and stability. Its reactivity is moderate, with limited chemical reactivity compared to other cyclodextrins.

How is 2,6-Di-O-methyl-β-cyclodextrin (CAS: 51166-71-3) typically synthesized?

2,6-Di-O-methyl-β-cyclodextrin is typically synthesized via the etherification of β-cyclodextrin with methyl iodide in the presence of an alkali catalyst, such as potassium hydroxide. The reaction is conducted in a solvent like dimethylformamide (DMF) under mild conditions. The selectivity and yield of the reaction are high, making this method a preferred choice for industrial production.

What industries use 2,6-Di-O-methyl-β-cyclodextrin (CAS: 51166-71-3)?

2,6-Di-O-methyl-β-cyclodextrin is widely used in the pharmaceutical industry for drug delivery systems, enhancing the solubility and stability of poorly soluble drugs. It is also utilized in the food industry for flavor encapsulation and anti-caking agents. Additionally, it finds applications in the polymer industry for modifying the properties of polymers and in the sensor and semiconductor industries for its unique inclusion properties.

What precautions should be taken when handling 2,6-Di-O-methyl-β-cyclodextrin (CAS: 51166-71-3)?

When handling 2,6-Di-O-methyl-β-cyclodextrin, it is important to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. Work should be performed in a fume hood to minimize inhalation exposure. In the event of a spill, it should be cleaned up immediately using appropriate absorbent materials. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and follow standard laboratory safety procedures.