| β-D-Glucose pentaacetate Basic information |
| Product Name: | β-D-Glucose pentaacetate |
| Synonyms: | Beta-Pentacetylglucose;PENTAACETYL-BETA-D-GLUCOSE;PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE;PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSE;1,2,3,4,6-Penta-O-acetylhexopyranose;beta-D-Glucopyranosyl pentaacetate;Glucopyranose, pentaacetate, beta-D-;Pentaacetyl-beta-D-glucopyranose |
| CAS: | 604-69-3 |
| MF: | C16H22O11 |
| MW: | 390.34 |
| EINECS: | 210-074-8 |
| Product Categories: | carbohydrate;Biochemistry;Glucose;O-Substituted Sugars;Sugars;Carbohydrates & Derivatives;Sugars, Carbohydrates & Glucosides |
| Mol File: | 604-69-3.mol |
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| β-D-Glucose pentaacetate Chemical Properties |
| Melting point | 130-132 °C |
| alpha | 5 º (c=1, CHCl3) |
| Boiling point | 435.58°C (rough estimate) |
| density | 1,274 g/cm3 |
| refractive index | 4.5 ° (C=5, CHCl3) |
| storage temp. | 2-8°C |
| solubility | chloroform: 0.1 g/mL, clear, colorless |
| form | Crystalline Powder |
| color | White to off-white |
| optical activity | [α]20/D +4.2°, c = 1 in chloroform |
| Water Solubility | Soluble in chloroform and methanol. Insoluble in water. |
| BRN | 98851 |
| InChIKey | LPTITAGPBXDDGR-XJGFBQBWSA-N |
| CAS DataBase Reference | 604-69-3(CAS DataBase Reference) |
| NIST Chemistry Reference | Acetyl 2,3,4,6-tetra-o-acetyl-«beta»-D-glucopyranoside(604-69-3) |
| Safety Information |
| Hazard Codes | Xn,Xi |
| Risk Statements | 21-36/38-46-62-63 |
| Safety Statements | 24/25-53-36/37-26-25 |
| WGK Germany | 3 |
| HS Code | 29400090 |
| MSDS Information |
| Provider | Language |
|---|---|
| beta-D-Glucose pentaacetate | English |
| SigmaAldrich | English |
| ACROS | English |
| ALFA | English |
| β-D-Glucose pentaacetate Usage And Synthesis |
| Chemical Properties | white to beige powder |
| Uses | beta-D-Glucose pentaacetate was reported to stimulate insulin release in rat pancreatic islets. |
| Purification Methods | Crystallise the pentaacetate from MeOH or EtOH. It is best purified by recrystallising 160g from 1L of hot 95% EtOH (charcoal) and filtering hot. It is important that as soon as the temperature of the filtrate cools to ~20o it is filtered off. Note that some -D-isomer will crystallise out if a prolonged crystallisation period is allowed. Further crystallisation in this manner and drying in a vacuum over CaCl2 will give pure -D-anomer which has m 132o, [] D 20 + 4o (c 5, CHCl3). [Wolfrom & Thompson Methods in Carbohydrate Chemistry II 212 1963, Academic Press, Krahl & Cori Biochemical Preparations 1 33 1955, Beilstein 17/7 V 319.] |
| β-D-Glucose pentaacetate Preparation Products And Raw materials |
| Raw materials | D-Gulopyranose-->Glucose pentaacetate-->β-D-Mannopyranose |
