Sorbose

Sorbose  |  |

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Names
IUPAC name

Sorbose

Systematic IUPAC name

(3S,4R,5S)-1,3,4,5,6-Pentahydroxyhexan-2-one

Other names

Sorbinose
L-xylo-Hexulose

Identifiers

CAS Number

* 87-79-6 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 6638 N

ECHA InfoCard | 100.001.611

PubChem CID

* 6904

UNII |

* NV2001607Y Y

InChI

* InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6+/m0/s1 N

Key: BJHIKXHVCXFQLS-OTWZMJIISA-N N

* InChI=1/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6+/m0/s1

Key: BJHIKXHVCXFQLS-OTWZMJIIBK

SMILES

* C([C@@H]([C@H]([C@@H](C(=O)CO)O)O)O)O

Properties[1]

Chemical formula

| C6H12O6
Molar mass | 180.156 g·mol−1
Appearance  | white solid
Density | 1.65 g/cm3 (15 °C)
Melting point | 165 °C (329 °F; 438 K)

Solubility in water

| Highly Soluble

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)

Infobox references

Chemical compound

Sorbose is a ketose belonging to the group of sugars known as monosaccharides. It has a sweetness that is equivalent to sucrose (table sugar).[1] The commercial production of vitamin C (ascorbic acid) often begins with sorbose. L-Sorbose is the configuration of the naturally occurring sugar. It can be prepared from inexpensive O-benzylglucose.

## Synthesis[edit]

Under conditions employed for a Meerwein-Ponndorf-Verley reduction, the tetra-O-benzyl aldose converts to tetra-O-benzylsorbose. Hydrogenolysis removes the four benzyl groups, leaving sorbose.[2]

## References[edit]

1. ^ a b Merck Index, 12th Edition, 8874
2. ^ Frihed, Tobias Gylling; Bols, Mikael; Pedersen, Christian Marcus (2015). "Synthesis of l-Hexoses". Chemical Reviews. 115 (9): 3615–3676. doi:10.1021/acs.chemrev.5b00104. PMID 25893557.

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Types of carbohydrates

General|

* Aldose
* Ketose
* Furanose
* Pyranose

Geometry|

* Anomer
* Cyclohexane conformation
* Epimer
* Mutarotation

Monosaccharides|

| Dioses|

* Aldodiose
* Glycolaldehyde

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Trioses|

* Aldotriose
* Glyceraldehyde
* Ketotriose
* Dihydroxyacetone

Tetroses|

* Aldotetroses
* Erythrose
* Threose
* Ketotetrose
* Erythrulose

Pentoses|

* Aldopentoses
* Arabinose
* Lyxose
* Ribose
* Xylose
* Ketopentoses
* Ribulose
* Xylulose
* Deoxy sugars
* Deoxyribose

Hexoses|

* Aldohexoses
* Allose
* Altrose
* Galactose
* Glucose
* Gulose
* Idose
* Mannose
* Talose
* Ketohexoses
* Fructose
* Psicose
* Sorbose
* Tagatose
* Deoxy sugars
* Fucose
* Fuculose
* Rhamnose

Heptoses|

* Ketoheptoses
* Mannoheptulose
* Sedoheptulose

Above 7|

* Octoses
* Nonoses
* Neuraminic acid

Multiple|

| Disaccharides|

* Cellobiose
* Isomaltose
* Isomaltulose
* Lactose
* Lactulose
* Maltose
* Sucrose
* Trehalose
* Turanose

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Trisaccharides|

* Maltotriose
* Melezitose
* Raffinose

Tetrasaccharides|

* Stachyose

Other
oligosaccharides|

* Acarbose
* Fructooligosaccharide (FOS)
* Galactooligosaccharide (GOS)
* Isomaltooligosaccharide (IMO)
* Maltodextrin

Polysaccharides|

* Beta-glucan
* Oat beta-glucan
* Lentinan
* Sizofiran
* Zymosan
* Cellulose
* Chitin
* Chitosan
* Dextrin / Dextran
* Fructose / Fructan
* Inulin
* Galactose / Galactan
* Glucose / Glucan
* Glycogen
* Hemicellulose
* Levan beta 2→6
* Lignin
* Mannan
* Pectin
* Starch
* Amylopectin
* Amylose
* Xanthan gum

* Category

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