Decahydroxycyclopentane

Decahydroxycyclopentane is an organic compound with formula C₅O₁₀H₁₀ or C₅(OH)₁₀. It is a fivefold geminal diol on a cyclopentane backbone.

Decahydroxycyclopentane

Names
Preferred IUPAC name Cyclopentanedecol
Other names Decahydroxycyclopentane
Identifiers
CAS Number	595-03-9 Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	21477367 Y
PubChem CID	12305029
CompTox Dashboard (EPA)	DTXSID30486717
InChI InChI=1S/C5H10O10/c6-1(7)2(8,9)4(12,13)5(14,15)3(1,10)11/h6-15H Y Key: DYYJKUCFQJABMU-UHFFFAOYSA-N Y InChI=1/C5H10O10/c6-1(7)2(8,9)4(12,13)5(14,15)3(1,10)11/h6-15H Key: DYYJKUCFQJABMU-UHFFFAOYAO
SMILES OC1(O)C(O)(O)C(O)(O)C(O)(O)C(O)1O C1(C(C(C(C1(O)O)(O)O)(O)O)(O)O)(O)O
Properties
Chemical formula	C5H10O10
Molar mass	230.125 g·mol−1
Appearance	Colorless crystals
Melting point	115 °C (239 °F; 388 K) (with dehydration); slow decomposition at about 160 °C (320 °F; 433 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

The compound can be regarded as the fivefold hydrate of cyclopentanepentone. Indeed, the product referred to in the literature and trade as "cyclopentanepentone pentahydrate" (C₅O₅·5H₂O) is now believed to be the decahydroxycyclopentane.^[1][2]

The compound was synthesized by Heinrich Will in 1861, although for a long time it was believed to be a hydrate of C₅O₅. It can be prepared by oxidation of croconic acid C₅O₃(OH)₂ with nitric acid.^[3] It can be isolated as water-soluble colorless crystals that melt with dehydration at about 115 °C, and slowly decompose at about 160 °C.^[4]

See also

• Dodecahydroxycyclohexane