Product Name

  • Name

    N-DECYL-BETA-D-GLUCOPYRANOSIDE

  • EINECS 261-469-7
  • CAS No. 58846-77-8
  • Article Data25
  • CAS DataBase
  • Density 1.14 g/cm3
  • Solubility
  • Melting Point 75-130 °C
  • Formula C16H32O6
  • Boiling Point 476.5 °C at 760 mmHg
  • Molecular Weight 320.426
  • Flash Point 242 °C
  • Transport Information
  • Appearance
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 58846-77-8 (N-DECYL-BETA-D-GLUCOPYRANOSIDE)
  • Hazard Symbols Xi
  • 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;
  • PSA 99.38000
  • LogP 0.94360

Synthetic route

n-decyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
103168-14-5

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

n-decyl 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%
D-Glucose
2280-44-6

D-Glucose

1-Decanol
112-30-1

1-Decanol

n-decyl β-D-glucopyranoside
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%
β-D-glucose
492-61-5

β-D-glucose

1-Decanol
112-30-1

1-Decanol

n-decyl β-D-glucopyranoside
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;
D-Glucose
2280-44-6

D-Glucose

1-Decanol
112-30-1

1-Decanol

A

decyl α-D-glucopyranoside, anhydrous
29781-81-5

decyl α-D-glucopyranoside, anhydrous

B

n-decyl β-D-glucopyranoside
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 %;
...Expand
1-Decanol
112-30-1

1-Decanol

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

A

decyl α-D-glucopyranoside, anhydrous
29781-81-5

decyl α-D-glucopyranoside, anhydrous

B

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

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

1-Decanol

n-decyl β-D-glucopyranoside
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
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

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

n-decyl β-D-glucopyranoside
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
β-D-glucose pentaacetate
604-69-3

β-D-glucose pentaacetate

n-decyl β-D-glucopyranoside
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
1-Decanol
112-30-1

1-Decanol

decanol-(2)

decanol-(2)

n-decyl β-D-glucopyranoside
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
2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide
81058-27-7

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

n-decyl β-D-glucopyranoside
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
decyl 2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranoside
225641-96-3

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

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOMe
2: 72 percent / ion exchange resin / H2O
View Scheme
1-pentanol β-D-glucopyranoside
25320-96-1, 39824-10-7, 66957-71-9, 95531-16-1, 100297-02-7, 100297-03-8

1-pentanol β-D-glucopyranoside

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / 50 °C / Enzymatic reaction
2: almond meal cross-linked with glutaraldehyde / water / 168 h / 50 °C / Enzymatic reaction
View Scheme
n-hexyl-β-D-glucopyranoside
39824-11-8, 59080-45-4, 95531-17-2, 29781-79-1

n-hexyl-β-D-glucopyranoside

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / 50 °C / Enzymatic reaction
2: almond meal cross-linked with glutaraldehyde / water / 168 h / 50 °C / Enzymatic reaction
View Scheme
n-heptyl beta-D-glucopyranoside
78617-12-6

n-heptyl beta-D-glucopyranoside

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / 50 °C / Enzymatic reaction
2: almond meal cross-linked with glutaraldehyde / water / 168 h / 50 °C / Enzymatic reaction
View Scheme
1-Decanol
112-30-1

1-Decanol

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate
92052-29-4

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Stage #1: 1-Decanol; 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -20℃;
Stage #2: With sodium methylate In methanol
D-Glucose
2280-44-6

D-Glucose

A

decyl α-D-glucopyranoside, anhydrous
29781-81-5

decyl α-D-glucopyranoside, anhydrous

B

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid
2: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere
View Scheme
1-Decanol
112-30-1

1-Decanol

N'-(β-D-glucopyranosyl)-p-toluenesulfonohydrazide

N'-(β-D-glucopyranosyl)-p-toluenesulfonohydrazide

A

decyl α-D-glucopyranoside, anhydrous
29781-81-5

decyl α-D-glucopyranoside, anhydrous

B

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 0.5h; Molecular sieve; Inert atmosphere; Overall yield = 74 %; Overall yield = 0.17 g; stereoselective reaction;A n/a
B n/a
...Expand
1-Decanol
112-30-1

1-Decanol

α-D-Glucopyranoside 1-(disodium phosphate)
56401-20-8

α-D-Glucopyranoside 1-(disodium phosphate)

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
With cellobiose phosphorylase from Clostridium thermocellum In aq. buffer at 50℃; for 48h; pH=6.5; Enzymatic reaction;
methyl beta-D-glucopyranoside
709-50-2

methyl beta-D-glucopyranoside

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: almond meal / water / 168 h / 50 °C
2: almond meal / water / 168 h / 50 °C / Enzymatic reaction
View Scheme
D-glucose pentaacetate
83-87-4, 604-68-2, 604-69-3, 2152-77-4, 4026-35-1, 4163-59-1, 4163-60-4, 4163-61-5, 4163-65-9, 4257-94-7, 4257-96-9, 16299-15-3, 19186-39-1, 19189-55-0, 25878-60-8, 25941-03-1, 32445-48-0, 32445-49-1, 32445-53-7, 32445-54-8, 34685-58-0, 34685-59-1, 43168-42-9, 43168-44-1, 43169-22-8, 43169-25-1, 66966-07-2, 70749-17-6, 80184-01-6, 93221-01-3, 93221-02-4, 99630-88-3, 109215-53-4, 115792-70-6, 115792-73-9, 139894-92-1, 139973-25-4, 144071-49-8, 147648-81-5

D-glucose pentaacetate

1-Decanol
112-30-1

1-Decanol

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 20 °C
2: sodium methylate; methanol / 16 h / 20 °C
View Scheme
n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

n-decyl β-D-glucopyranosiduronic acid

n-decyl β-D-glucopyranosiduronic acid

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium carbonate In acetonitrile for 23h; pH=10; Electrochemical reaction;97%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical
n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

phenylboronic acid
98-80-6

phenylboronic acid

decyl β-D-glucoside-4,6-phenyl boronate

decyl β-D-glucoside-4,6-phenyl boronate

Conditions
ConditionsYield
at 90℃; under 0.1 Torr; for 0.25h;96%
n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

decyl 6-chloro-6-deoxy-β-D-glucopyranoside
1242174-13-5

decyl 6-chloro-6-deoxy-β-D-glucopyranoside

Conditions
ConditionsYield
With methanesulfonyl chloride In N,N-dimethyl-formamide at 65℃;
n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

(2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-nonyloxy-tetrahydro-pyran-3,4,5-triol
69984-73-2

(2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-nonyloxy-tetrahydro-pyran-3,4,5-triol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / 50 °C / Enzymatic reaction
2: almond meal cross-linked with glutaraldehyde / water / 168 h / 50 °C / Enzymatic reaction
View Scheme
n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

A

β-D-glucose
492-61-5

β-D-glucose

B

1-Decanol
112-30-1

1-Decanol

Conditions
ConditionsYield
With water at 50℃; Equilibrium constant; Enzymatic reaction;
With almond meal In water at 50℃; for 168h; Thermodynamic data; Equilibrium constant;
n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

1-pentanol β-D-glucopyranoside
25320-96-1, 39824-10-7, 66957-71-9, 95531-16-1, 100297-02-7, 100297-03-8

1-pentanol β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / 50 °C / Enzymatic reaction
2: almond meal cross-linked with glutaraldehyde / water / 168 h / 50 °C / Enzymatic reaction
View Scheme
n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

n-hexyl-β-D-glucopyranoside
39824-11-8, 59080-45-4, 95531-17-2, 29781-79-1

n-hexyl-β-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / 50 °C / Enzymatic reaction
2: almond meal cross-linked with glutaraldehyde / water / 168 h / 50 °C / Enzymatic reaction
View Scheme
n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

n-heptyl beta-D-glucopyranoside
78617-12-6

n-heptyl beta-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / 50 °C / Enzymatic reaction
2: almond meal cross-linked with glutaraldehyde / water / 168 h / 50 °C / Enzymatic reaction
View Scheme
n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

A

D-glucose
50-99-7

D-glucose

B

1-Decanol
112-30-1

1-Decanol

Conditions
ConditionsYield
With recombinant Solanum torvum GH3 β-glucosidase with a polyhistidine tag at 37℃; pH=5; Enzymatic reaction;
citric acid anhydride
24555-16-6

citric acid anhydride

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

C22H36O12(2-)*2Na(1+)

C22H36O12(2-)*2Na(1+)

Conditions
ConditionsYield
Stage #1: citric acid anhydride; n-decyl β-D-glucopyranoside With acetic acid at 90℃; for 2h;
Stage #2: With sodium hydroxide In ethanol; water pH=8;		96 %Chromat.

Decyl-beta-D-glucopyranoside 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

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View