# Sorbose

> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Sorbose
> Markdown URL: https://mediated.wiki/source/Sorbose.md
> Source: https://en.wikipedia.org/wiki/Sorbose
> Source revision: 1224382053
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)

{{Chembox
| Verifiedfields = changed
| Watchedfields  = changed
| verifiedrevid  = 450955931
| ImageFileL1    = L-sorbose_Fischer.png
| ImageSizeL1    = 75px
| ImageFileR1    = sorbose.png
| ImageSizeR1    = 150px
| IUPACName      = <small>L</small>-''xylo''-Hex-2-ulose
| OtherNames     = Sorbinose<br><small>L</small>-''xylo''-Hexulose
| SystematicName = (''3S,4R,5S'')-1,3,4,5,6-Pentahydroxyhexan-2-one
| Section1       = {{Chembox Identifiers
|CASNo_Ref = {{cascite|correct|CAS}}
|CASNo=87-79-6
|UNII_Ref = {{fdacite|correct|FDA}}
|UNII = NV2001607Y
|PubChem=6904
|ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
|ChemSpiderID = 6638
|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
|InChIKey = BJHIKXHVCXFQLS-OTWZMJIIBK
|StdInChI_Ref = {{stdinchicite|changed|chemspider}}
|StdInChI = 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
|StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
|StdInChIKey = BJHIKXHVCXFQLS-OTWZMJIISA-N
|SMILES=C([C@@H]([C@H]([C@@H](C(=O)CO)O)O)O)O
}}
| Section2       = {{Chembox Properties
|Properties_ref = <ref name=Merck>''[Merck Index](/source/Merck_Index)'', 12th Edition, '''8874'''</ref>
|C=6 | H=12 | O=6
|Appearance=white solid
|Density=1.65 g/cm<sup>3</sup> (15 °C)
|MeltingPtC=165
|Solubility=Highly Soluble 
}}
}}

'''Sorbose''' is a [ketose](/source/ketose) belonging to the group of [sugar](/source/sugar)s known as [monosaccharide](/source/monosaccharide)s. It has a sweetness that is equivalent to [sucrose](/source/sucrose) (table sugar).<ref name=Merck/> The commercial production of [vitamin C](/source/vitamin_C) ([ascorbic acid](/source/ascorbic_acid)) often begins with sorbose.  <small>L</small>-Sorbose is the configuration of the naturally occurring sugar.  It can be prepared from inexpensive O-benzylglucose.  

==Synthesis==
Under conditions employed for a [Meerwein-Ponndorf-Verley reduction](/source/Meerwein-Ponndorf-Verley_reduction), the tetra-O-benzyl aldose converts to tetra-''O''-benzylsorbose.  [Hydrogenolysis](/source/Hydrogenolysis) removes the four [benzyl group](/source/benzyl_group)s, leaving sorbose.<ref>{{cite journal |doi=10.1021/acs.chemrev.5b00104 |title=Synthesis of l-Hexoses |year=2015 |last1=Frihed |first1=Tobias Gylling |last2=Bols |first2=Mikael |last3=Pedersen |first3=Christian Marcus |journal=Chemical Reviews |volume=115 |issue=9 |pages=3615–3676 |pmid=25893557 }}</ref>

==References==
{{reflist}}

{{Carbohydrates}}

{{ketone-stub}}
Category:Ketohexoses

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Adapted from the Wikipedia article [Sorbose](https://en.wikipedia.org/wiki/Sorbose) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Sorbose?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.