Allose

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Structural formula
Structural formulas of Allose
Fischer projection , open-chain representation
General
Surname Allose
other names

6- (hydroxymethyl) oxane-2,3,4,5-tetrol

Molecular formula C 6 H 12 O 6
Brief description

white solid

External identifiers / databases
CAS number
  • 2595-97-3 (D-Allose)
  • 7635-11-2 (L-Allose)
EC number 219-994-4
ECHA InfoCard 100.018.178
PubChem 102288
ChemSpider 92408
Wikidata Q423216
properties
Molar mass 180.16 g mol −1
Physical state

firmly

Melting point

143-146 ° C

solubility

soluble in water

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

The allose is one of the monosaccharides (single sugar , a type of carbohydrate ). Allose is a hexose , which means it has six carbon atoms. Like all hexoses, it has the empirical formula C 6 H 12 O 6 . It is stereoisomeric to glucose and belongs to the subgroup of aldohexoses , the reducing " aldehyde sugar ".

The assignment to the D form (dexter: right) or L form (laevus: left) is based on the arrangement of the secondary OH group in the Fischer projection on the chiral C atom number 5. If in this text or in the scientific one Literature "Allose" is mentioned without any additional name ( prefix ), D -Allose is meant. L -Allose is of only marginal importance.

properties

In aqueous solution, an intramolecular ring closure sometimes occurs, so that an equilibrium is established between the aldehyde form and the two ring forms ( furanose form and pyranose form), whereby the allose is then almost exclusively in the pyranose form:

D -Allose - spellings
Wedge formula Haworth notation
D-Allose Keilstrich.svg Alpha-D-Allofuranose.svg
α- D -allofuranose
5%
Beta-D-Allofuranose.svg
β- D -allofuranose
7%
Alpha-D-Allopyranosis.svg
α- D -allopyranosis
18%
Beta-D-Allopyranosis.svg
β- D -allopyranosis
70%

Individual evidence

  1. a b c d e data sheet beta-D-Allose, 98% at AlfaAesar, accessed on June 21, 2019 ( PDF )(JavaScript required) .
  2. Jürg Hunziker: Carbohydrate Chemistry ( Memento from May 10, 2008 in the Internet Archive ), April 1, 2007.

Web links

Commons : Allose  - collection of images, videos and audio files