B-Nonylglucoside

Base Information

• Chemical Name: B-Nonylglucoside
• CAS No.: 69984-73-2
• Molecular Formula: C15H30 O6
• Molecular Weight: 306.4
• Hs Code.: 29400090
• European Community (EC) Number: 600-544-4,615-042-0
• DSSTox Substance ID: DTXSID501312382
• Nikkaji Number: J278.583H
• Wikidata: Q27458481
• Metabolomics Workbench ID: 147035
• ChEMBL ID: CHEMBL490225
• Mol file: 69984-73-2.mol

Synonyms:69984-73-2;B-Nonylglucoside;Nonyl beta-D-glucopyranoside;b-D-Glucopyranoside, nonyl;(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(nonyloxy)tetrahydro-2H-pyran-3,4,5-triol;(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-nonoxyoxane-3,4,5-triol;Nonyl |A-D-glucopyranoside;beta-D-Glucopyranoside, nonyl;104242-08-2;NONYL-beta-D-GLUCOPYRANOSIDE;N-NONYL-BETA-D-GLUCOPYRANOSIDE;C15H30O6;4gby;4gbz;beta-nonylglucoside;MFCD00063300;Nonyl -D-glucopyranoside;n-nonyl -d-glucopyranoside;D0K1UI;SCHEMBL136394;Nonyl-I(2)-D-glucopyranoside;CHEMBL490225;.beta.-D-Glucopyranoside, nonyl;n-Nonyl- beta -D-glucopyranoside;DTXSID501312382;n-Nonyl -D-glucoside-(1,5);NGP;(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(nonyloxy)oxane-3,4,5-triol;CCG-46372;CS-W016709;DB02451;HY-W015993;AS-58777;F14804;Nonyl beta-D-glucopyranoside, >=97.0% (GC);A866701;SR-01000636074-1;Q27458481;WURCS=2.0/1,1,0/[a2122h-1b_1-5_1*OCCCCCCCCC]/1/;Beta-NONYLGLUCOSIDE;nonyl beta-D-glucoside;nonyl D-glucoside;nonyl glucoside

Chemical Property of B-Nonylglucoside

Chemical Property:

• Appearance/Colour: WHITE TO WHITE WITH A FAINT YELLOW CAST POWDER
• Vapor Pressure: 1.3E-10mmHg at 25°C
• Melting Point: 70°C(lit.)
• Boiling Point: 465.3 °C at 760 mmHg
• Flash Point: 235.2 °C
• PSA: 99.38000
• Density: 1.16 g/cm³
• LogP: 0.55350
• Storage Temp.: −20°C
• Solubility.: soluble in Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 306.20423867
• Heavy Atom Count: 21
• Complexity: 263

Purity/Quality:

98%, ^*data from raw suppliers

Nonyl b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C,F
• Statements: 36/37/38-34-11
• Safety Statements: 26-36-45-36/37/39-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Uses: n-Nonyl-beta-D-glucopyranoside is a nonionic surfactant.

Technology Process of B-Nonylglucoside

There total 18 articles about B-Nonylglucoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

1-n-nonyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (330477-04-8) → (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-nonyloxy-tetrahydro-pyran-3,4,5-triol (69984-73-2,76265-96-8)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 24h;

Reference yield: 25.0%

D-Glucose (2280-44-6) + nonyl alcohol (143-08-8) → (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-nonyloxy-tetrahydro-pyran-3,4,5-triol (69984-73-2,76265-96-8) + nonyl α-D-glucopyranoside, anhydrous (76265-96-8)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; Yields of byproduct given;

DOI:10.1016/S0008-6215(98)00302-4

Reference yield: 16.0%

D-Glucose (2280-44-6) + nonyl alcohol (143-08-8) → (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-nonyloxy-tetrahydro-pyran-3,4,5-triol (69984-73-2,76265-96-8)

Guidance literature:

With immobilized β-glucosidase G 0395 from almonds (EC 3.2.1.21); In water; at 20 ℃; for 144h;

DOI:10.1016/j.tet.2003.10.098

upstream raw materials:

D-Glucose

nonyl alcohol

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

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

Downstream raw materials:

β-D-glucose

nonyl alcohol

O-n-pentyl β-D-glucopyranoside

n-hexyl-β-D-glucopyranoside

Refernces

• 1、 De Winter, Karel,Van Renterghem, Lisa,Wuyts, Kathleen,Pelantová, Helena,K?en, Vladimír,Soetaert, Wim,Desmet, Tom. "Chemoenzymatic synthesis of β-D-glucosides using cellobiose phosphorylase from Clostridium thermocellum". . p. 1961 - 1969. Retrieved 2015/06/02.
• 2、 Wang, Qinqqin,Yu, Huilei,Zhao, Na,Li, Chunxiu,Shang, Yazhuo,Liu, Honglai,Xu, Jianhe. "Significantly improved equilibrium yield of long-chain alkyl glucosides via reverse hydrolysis in a water-poor system using cross-linked almond meal as a cheap and robust biocatalyst". experimental part. p. 275 - 280. Retrieved 2012/06/29.