40656-44-8

Basic information

• Product Name: 6-chloro-6-deoxyglucose
• Synonyms: 6-chloro-6-deoxyglucose
• CAS NO: 40656-44-8
• Molecular Formula: C6H11ClO5
• Molecular Weight: 198.6015
• Mol File: 40656-44-8.mol

Chemical Properties

• Boiling Point: 285.05°C (rough estimate)
• Flash Point: 240.1°C
• Appearance: /
• Density: 1.4121 (rough estimate)
• Vapor Pressure: 5.97E-11mmHg at 25°C
• Refractive Index: 1.4429 (estimate)
• CAS DataBase Reference: 6-chloro-6-deoxyglucose(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-6-deoxyglucose(40656-44-8)
• EPA Substance Registry System: 6-chloro-6-deoxyglucose(40656-44-8)

Safety Data

• Hazardous Substances Data: 40656-44-8(Hazardous Substances Data)

Usage

Chemical compound

6-chloro-6-deoxyglucose is a derivative of glucose, a simple sugar.

Modification

Addition of a chlorine atom at the sixth carbon position.

Biological properties

Alteration of biological properties and reactivity due to modification.

Application

Used in studies of carbohydrate metabolism and transport, as well as research for new drugs in treating metabolic disorders.

Synthesis

Useful in the synthesis of other bioactive compounds.

Potential

Valuable chemical tool in scientific and pharmaceutical research.

InChI:InChI=1/C6H11ClO5/c7-1-3(9)5(11)6(12)4(10)2-8/h2-6,9-12H,1H2/t3-,4+,5-,6-/m0/s1

Upstream product

• 19685-14-4 6-chloro-O¹,O²;O³,O⁵-diisopropylidene-α-D-6-deoxy-glucofuranose 
• 50-99-7 D-glucose 
• 124-63-0 methanesulfonyl chloride 
• 4990-84-5 methyl 6-chloro-6-deoxy-β-D-glucopyranoside 

Downstream Products

• 99786-29-5 6-chloro-D-arabino-6-deoxy-[2]hexosulose-bis-phenylhydrazone 
• 76986-26-0 6-chloro-6-deoxy-D-glucitol 

Relevant articles and documents

FACILE PREPARATION OF DEOXYIODOCELLULOSE AND ITS CONVERSION INTO 5,6-CELLULOSENE

Treatment of 6-chloro-6-deoxycellulose with sodium iodide in 2,5-hexanedione gave 6-deoxy-6-iodocellulose; > 80 percent of the chlorine atoms were replaced. 6-Deoxy-6-iodo-D-glucose was identified by g.l.c.-m.s. in hydrolyzates of deoxyiodocellulose.Acetylated 6-deoxy-6-iodocellulose was converted almost quantitatively into 5,6-cellulosene acetate, wich was characterized by hydrolyzing the product and converting the resultant dicarbonyl sugar into an isopropylidene acetal 10.The changes of molecular-weight distribution during iodination and dehydroiodination were investigated by gel-permeation chromatography.

Process for the preparation of chlorodeoxysugars

A process for the preparation of a chlorodeoxy derivative of a reducing aldose having a primary hydroxy group in an exocyclic -CH2 OH group, in which the said primary hydroxy group is replaced by a chlorine atom to give a chlorodeoxy reducing sugar with a free anomeric center, characterized in that the free reducing sugar is reacted with a reagent comprising an N,N-dialkyl (methaniminium) chloride obtained by reacting an N,N-dialkyl formamide with a chlorinating agent.