N-DODECYL-BETA-D-GLUCOPYRANOSIDE Chemical Properties

Melting point:

77-137 °C

Boiling point:

402.83°C (rough estimate)

Density 

1.0573 (rough estimate)

refractive index 

1.4450 (estimate)

storage temp. 

−20°C

solubility 

Soluble in methanol at 50mg/ml

pka

12.95±0.70(Predicted)

form 

Powder

color 

White to Off-white

BRN 

86236

Stability:

Stable. Incompatible with strong oxidizing agents.

InChI

InChI=1/C18H36O6/c1-2-3-4-5-6-7-8-9-10-11-12-23-18-17(22)16(21)15(20)14(13-19)24-18/h14-22H,2-13H2,1H3/t14-,15-,16+,17-,18-/s3

InChIKey

PYIDGJJWBIBVIA-LQEOSLJMNA-N

SMILES

O([C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CCCCCCCCCCCC |&1:1,2,3,5,7,r|

CAS DataBase Reference

59122-55-3(CAS DataBase Reference)

EPA Substance Registry System

Dodecyl-beta-D-glucoside (59122-55-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-36/37/39-37/39

WGK Germany 

3

F 

3

HS Code 

29389090

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

N-DODECYL-BETA-D-GLUCOPYRANOSIDE Usage And Synthesis

Chemical Properties

white powder

Uses

n-Dodecyl-beta-D-glucopyranoside is a non-ionic detergent.

Synthesis

A synthetic method of n-dodecyl-beta-D-glucopyranoside, comprising the steps of:

1) dissolving fully acetylated glucopyranoside, n-dodecyl alcohol and anhydrous tin tetrachloride in anhydrous dichloromethane, stirring the reaction for 20 minutes at room temperature, washing it with saturated aqueous potassium carbonate, collecting the organic phase, and distilling it under reduced pressure to obtain 1-n-dodecyl-2,3,4,6-tetraacetyl-??-D-glucopyranoside; the molar ratio of fully acetylated glucopyranoside, n-dodecyl alcohol and anhydrous tin tetrachloride was: 1:1.2:1.2; the ratio of fully acetylated glucopyranoside to anhydrous dichloromethane was 100g:550ml;

2) Dissolve 1-n-dodecyl-2,3,4,6-tetraacetyl-??-D-glucopyranoside in methanol, add sodium methoxide to adjust the pH to 9, and reacted at room temperature for 1.5 h. The reaction was adjusted to neutrality with a strongly acidic cation exchange resin Dowex-50, filtered, and the filtrate was evaporated out of the solvent, dried, and detected by NMR to give n-dodecyl-beta-D-glucopyranoside. 1-n-dodecyl-2,3,4,6-tetraacetyl-??-D-glucopyranoside to methanol ratio was 100 g:520 ml.

The yield was 57%. And the beta configuration was >97%.

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