90318-86-8

Basic information

• Product Name: 2-Chloroethyl beta-D-glucopyranoside
• Synonyms: 2-Chloroethyl beta-D-glucopyranoside
• CAS NO: 90318-86-8
• Molecular Formula: C₈H₁₅ClO₆
• Molecular Weight: 242.65
• Mol File: 90318-86-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.51
• CAS DataBase Reference: 2-Chloroethyl beta-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloroethyl beta-D-glucopyranoside(90318-86-8)
• EPA Substance Registry System: 2-Chloroethyl beta-D-glucopyranoside(90318-86-8)

Safety Data

• Hazardous Substances Data: 90318-86-8(Hazardous Substances Data)

Usage

General Description

2-Chloroethyl beta-D-glucopyranoside, also known as chloroethyl glucoside, is a chemical compound that is commonly used in the synthesis of various pharmaceuticals and agrochemicals. 2-Chloroethyl beta-D-glucopyranoside consists of a glucose molecule attached to a chloroethyl group, which makes it water soluble and suitable for use as a chemical intermediate. It is primarily used as a building block in the production of glycosides, which are important compounds in drug development and pesticide formulation. Additionally, its reactivity and functionality make it useful in the modification of various biomolecules, such as proteins and nucleic acids, for research and medical applications. Overall, 2-Chloroethyl beta-D-glucopyranoside is a versatile chemical with a diverse range of potential applications in the fields of pharmaceuticals, agrochemicals, and biomedical research.

Upstream product

• 2280-44-6 D-Glucose 
• 107-07-3 2-chloro-ethanol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 16977-77-8 (2-chloroethyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 

Relevant articles and documents

Hydrogen-bond-rich ionic liquids as effective organocatalysts for Diels-Alder reactions

The synthesis and characterisation of new hydrogen-bond-rich ionic liquids and studies of their catalytic performance in Diels-Alder reactions are described. d-Glucose and chloroalcohols were used as the raw materials and as the sources of hydroxyl groups for the synthesis of ionic-liquid cations, whereas weakly coordinating bis(trifluoromethylsulfonyl)imide was used as the anion. The new ionic liquids were analysed by 1H and 13C NMR spectroscopy and by ESI-MS experiments, which confirmed their structures. In addition, the thermal data of the studied ionic liquids measured by differential scanning calorimetry and thermogravimetric analysis showed that these compounds tend to form a glass at temperatures in the range of -29°C to -16°C and are thermally stable from ambient temperature to at least 430°C, most likely because of the presence of bis(trifluoromethylsulfonyl) imide anions. The performance of the ionic liquids in the model reaction of cyclopentadiene with diethyl maleate or methyl acrylate was investigated. The studied ionic liquids showed high activity even when present in catalytic amounts (4 mol% with respect to the dienophile). An increase in the number of hydroxyl groups present in the ionic liquid structure resulted in higher reaction rates. This journal is the Partner Organisations 2014.

Efficient glycosylation of unprotected sugars using sulfamic acid: A mild eco-friendly catalyst

Sulfamic acid, a mild and environmentally benign catalyst has been successfully used in the Fischer glycosylation of unprotected sugars for the preparation alkyl glycosides. A diverse range of aliphatic alcohols have been used to prepare a series of alkyl glycosides in good to excellent yield.