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58846-77-8

Basic Information
CAS No.: 58846-77-8
Name: N-DECYL-BETA-D-GLUCOPYRANOSIDE
Article Data: 25
Molecular Structure:
Molecular Structure of 58846-77-8 (N-DECYL-BETA-D-GLUCOPYRANOSIDE)
Formula: C16H32O6
Molecular Weight: 320.426
Synonyms: 1-O-Decyl-b-D-glucopyranoside;AG 10(carbohydrate);Decyl glucoside;Decyl b-D-glucopyranoside;Decyl b-D-glucoside;Decyl b-glucopyranoside;Decyl b-glucoside;Oramix NS 10;Plantacare 818;Plantaren PS100;Plantaren W 2000;n-Decyl b-D-glucopyranoside;n-Decyl-b-glucoside;
EINECS: 261-469-7
Density: 1.14 g/cm3
Melting Point: 75-130 °C
Boiling Point: 476.5 °C at 760 mmHg
Flash Point: 242 °C
Hazard Symbols: Xi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 99.38000
LogP: 0.94360
Synthetic route
103168-14-5

n-decyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
With methanol; sodium methylate at 20℃; for 16h;79%
With ion exchange resin In water72%
With sodium methylate In methanol at 20℃; for 24h;64%
2280-44-6

D-Glucose

112-30-1

1-Decanol

58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
With immobilized β-glucosidase G 0395 from almonds (EC 3.2.1.21) In water at 20℃; for 144h;12%
492-61-5

β-D-glucose

112-30-1

1-Decanol

58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
With almond meal In water at 50℃; for 168h; Thermodynamic data; Equilibrium constant; Solvent; Enzymatic reaction;1.93%
With almond meal cross-linked with glutaraldehyde In water at 50℃; for 168h; Equilibrium constant; Enzymatic reaction;
2280-44-6

D-Glucose

112-30-1

1-Decanol

A

29781-81-5

decyl α-D-glucopyranoside, anhydrous

B

58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
With Hyflo Super Cel; toluene-4-sulfonic acid at 150℃; for 0.166667h; glucosylation; microwave irradiation; Title compound not separated from byproducts;
With sulfuric acid In 1,4-dioxane at 90℃; for 12h; Yield given; Yields of byproduct given;
With H2SO4/MCM-41 at 100℃; for 0.166667h; Microwave irradiation; optical yield given as %de;
at 100℃; for 0.166667h; Microwave irradiation; optical yield given as %de;
With para-dodecylbenzenesulfonic acid at 80℃; for 24h; Green chemistry; Overall yield = 98.6 %;
112-30-1

1-Decanol

31387-97-0

n-butyl D-glucoside

A

29781-81-5

decyl α-D-glucopyranoside, anhydrous

B

58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
With acetyl chloride at 120℃; for 0.5h; microwave irradiation;
112-30-1

1-Decanol

58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2.05 g / lithium carbonate / CH2Cl2 / 20 h / 30 °C
2: 64 percent / sodium methoxide / methanol / 24 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: silver oxide; calcium sulfate; benzene
2: barium methylate; methanol
View Scheme
Multi-step reaction with 2 steps
1: silver oxide; diethyl ether
2: sodium methylate; methanol
View Scheme
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2.05 g / lithium carbonate / CH2Cl2 / 20 h / 30 °C
2: 64 percent / sodium methoxide / methanol / 24 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: silver oxide; calcium sulfate; benzene
2: barium methylate; methanol
View Scheme
Multi-step reaction with 2 steps
1: silver oxide; diethyl ether
2: sodium methylate; methanol
View Scheme
604-69-3

β-D-glucose pentaacetate

58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / glacial acetic acid; hydrobromic acid / 2 h / 30 °C
2: 2.05 g / lithium carbonate / CH2Cl2 / 20 h / 30 °C
3: 64 percent / sodium methoxide / methanol / 24 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 68 percent / SnCl4; molecular sieves 4 Angstroem / CH2Cl2 / 2 h / 20 °C
2: NaOMe / methanol / Heating
View Scheme
112-30-1

1-Decanol

decanol-(2)

decanol-(2)

58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 89 percent / Ag2CO3, MS / diethyl ether
2: NaOMe
3: 72 percent / ion exchange resin / H2O
View Scheme
81058-27-7

2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide

58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 89 percent / Ag2CO3, MS / diethyl ether
2: NaOMe
3: 72 percent / ion exchange resin / H2O
View Scheme
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Specification

The Decyl-beta-D-glucopyranoside, with CAS registry number 58846-77-8, belongs to the following product categories: (1)Carbohydrates; (2)Carbohydrates A to; (3)Carbohydrates D-FBiochemicals and Reagents; (4)Monosaccharide; (5)Detergents; (6)Detergents A to ZDetergents; (7)Non-Ionic. It has the systematic name of decyl β-D-glucopyranoside. And its IUPAC name is 2-decoxy-6-(hydroxymethyl)oxane-3,4,5-triol. This chemical should be stored at the temperature of −20°C.

Physical properties of Decyl-beta-D-glucopyranoside: (1)ACD/LogP: 2.09; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.09; (4)ACD/LogD (pH 7.4): 2.09; (5)ACD/BCF (pH 5.5): 22.91; (6)ACD/BCF (pH 7.4): 22.91; (7)ACD/KOC (pH 5.5): 327.47; (8)ACD/KOC (pH 7.4): 327.47; (9)#H bond acceptors: 6; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 15; (12)Polar Surface Area: 55.38 Å2; (13)Index of Refraction: 1.511; (14)Molar Refractivity: 83.59 cm3; (15)Molar Volume: 278.6 cm3; (16)Polarizability: 33.14×10-24cm3; (17)Surface Tension: 49.6 dyne/cm; (18)Enthalpy of Vaporization: 85.33 kJ/mol; (19)Vapour Pressure: 4.4E-11 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CCCCCCCCCC)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO
(2)InChI: InChI=1/C16H32O6/c1-2-3-4-5-6-7-8-9-10-21-16-15(20)14(19)13(18)12(11-17)22-16/h12-20H,2-11H2,1H3/t12-,13-,14+,15-,16-/m1/s1
(3)InChIKey: JDRSMPFHFNXQRB-IBEHDNSVBI
(4)Std. InChI: InChI=1S/C16H32O6/c1-2-3-4-5-6-7-8-9-10-21-16-15(20)14(19)13(18)12(11-17)22-16/h12-20H,2-11H2,1H3/t12-,13-,14+,15-,16-/m1/s1
(5)Std. InChIKey: JDRSMPFHFNXQRB-IBEHDNSVSA-N