4573-78-8

Basic information

• Product Name: D-HAMAMELOSE
• Synonyms: 2-C-HYDROXYMETHYL-D-RIBOSE;D-HAMAMELOSE;hamamelose;HAMAMELOSE (2-C-HYDROXYMETHYL-D-RIBOSE);2-Hydroxymethyl-D-ribose;Ribose, 2-C-(hydroxymethyl)-A63;D-Ribose, 2-C-(hydroxyMethyl)-;D-HaMMelose
• CAS NO: 4573-78-8
• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 180.16
• Mol File: 4573-78-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 470.6°C at 760 mmHg
• Flash Point: 252.5°C
• Appearance: /
• Density: 1.591g/cm³
• Vapor Pressure: 7.84E-11mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: D-HAMAMELOSE(CAS DataBase Reference)
• NIST Chemistry Reference: D-HAMAMELOSE(4573-78-8)
• EPA Substance Registry System: D-HAMAMELOSE(4573-78-8)

Safety Data

• Hazardous Substances Data: 4573-78-8(Hazardous Substances Data)

Usage

Uses

2-C-Hydroxymethyl-D-ribose can bind the human Intelectin-1 protein. This could modulate the binding of other protein ligands. 2-C-Hydroxymethyl-D-ribose is also a useful reagent for the synthesis of Trachycladines A/B and analogues.

Definition

ChEBI: An aldopentose comprising D-ribose having a hydroxymethyl group at the 2-position.

InChI:InChI=1/C6H12O6/c7-1-4(10)5(11)6(12,2-8)3-9/h2,4-5,7,9-12H,1,3H2/t4-,5-,6-/m1/s1

Upstream product

• 57-48-7 D-Fructose 
• 141-46-8 Glycolaldehyde 
• 56-82-6 Glyceraldehyde 
• 96-26-4 dihydroxyacetone 

Downstream Products

• 97-64-3 ethyl 2-hydroxypropionate 

Relevant articles and documents

PRODUCTION OF ALPHA-HYDROXY CARBOXYLIC AIDS AND ESTERS FROM HIGHER SUGARS USING TANDEM CATALYST SYSTEMS

The present disclosure is directed to methods and composition used in the preparation of alpha-hydroxy carboxylic acids and esters from higher sugars using a tandem catalyst system comprising retro-aldol catalysts and Lewis acid catalysts. In some embodiments, these alpha-hydroxy carboxylic acids may be prepared from pentoses and hexoses. The retro-aldol and Lewis catalysts may be characterized by their respective ability to catalyze a 1,2-carbon shift reaction and a 1,2-hydride shift reaction on an aldose or ketose substrate.

Kinetics, Catalysis, and Mechanism of the Secondary Reaction in the Final Phase of the Formose Reaction

In the final phase of the formose reaction sugars are formed by the reaction of glycolaldehyde, glyceraldehyde and dihydroxyacetone.The application of high-pressure liquid chromatography allows for the first time to investigate intermediate and final products quantitatively.The results of kinetical investigations allow to suggest a reaction mechanism for the secondary reaction in the final phase of the formose reaction.This mechanism is compared with that of the starting phase and other known mechanisms.From the results metal ion-catalyzed aldol reactions have to be assumed.