HEXYL-BETA-D-GLUCOPYRANOSIDE Chemical Properties

Melting point:

84-86°C

Boiling point:

432.3±45.0 °C(Predicted)

Density 

1.23±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Acetone, Ethanol, Water

pka

12.96±0.70(Predicted)

form 

Solid

color 

White Crystalline

optical activity

[α]20/D 33±2°, c = 5% in H2O

BRN 

83239

InChI

1S/C12H24O6/c1-2-3-4-5-6-17-12-11(16)10(15)9(14)8(7-13)18-12/h8-16H,2-7H2,1H3/t8-,9-,10+,11-,12-/m1/s1

InChIKey

JVAZJLFFSJARQM-RMPHRYRLSA-N

SMILES

CCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

CAS DataBase Reference

59080-45-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-36/37/39-27-26

WGK Germany 

3

F 

3-9

HS Code 

29389090

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich

HEXYL-BETA-D-GLUCOPYRANOSIDE Usage And Synthesis

Chemical Properties

White Crystalline Solid

Uses

A mild nonionic detergent.

Synthesis

In standard synthesis experiments, (2R,3R,4S,5S,6R)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol and n-hexanol were used as starting materials for the preparation of the target compound (CAS:39824-11-8). This was done as follows: first, 18 mL of tertiary alcohol was mixed with 2 mL of aqueous solution containing 0.25 mol/L glucose as reaction medium. Subsequently, 60 mg of almond powder was added to the mixture as a catalyst. The reaction system was transferred to a 100 mL round-bottomed flask and the reaction was carried out in a constant temperature water bath at 50 °C with continuous oscillation at 180 r/min. During the reaction, 50 μL was sampled periodically and the reaction progress was monitored by high performance liquid chromatography (HPLC). For the synthesis of methyl-D-glucoside, 2 mL of methanol, 16 mL of acetonitrile mixed with 2 mL of aqueous solution containing 0.25 mol/L glucose was required as the reaction system.

References

[1] Chinese Journal of Catalysis, 2012, vol. 33, # 2-3, p. 275 - 280

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