1,5-Pentanediol

From Wikipedia, the free encyclopedia

1,5-Pentanediol[1]
IUPAC name pentane-1,5-diol
Other names Pentylene glycol
Pentamethylene glycol
1,5-Dihydroxypentane
Identifiers
CAS number [111-29-5]
PubChem 8105
SMILES C(CCO)CCO
Properties
Molecular formula C5H12O2
Molar mass 104.14758
Density 0.994 g/mL at 25 °C
Melting point

-18 °C, 255 K, -0 °F

Boiling point

242 °C, 515 K, 468 °F

Solubility in water Miscible
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

1,5-Pentanediol is the organic compound with the formula HOCH2CH2CH2CH2CH2OH. Like other diols, this viscous liquid is used as plasticizer and also forms polyesters that are used as emulsifying agents and resin intermediates.[2] It is manufactured by hydrogenation of glutaric acid and its derivatives.[3]

[edit] Contamination of Bindeez

See also: Bindeez

A toy called Bindeez (Aqua Dots in North America) was recalled by the distributor in November 2007 because of the unauthorized substitution of 1,5-pentanediol with 1,4-butanediol. The toy consists of small beads that stick to each other upon sprinkling with water. 1,4-Butanediol, which when ingested is metabolized to gamma-hydroxybutyric acid, was detected by GC-MS.[4] ChemNet China lists the price of 1,4-butanediol at between about US$1,350-2,800 per metric ton, while the price for 1,5-pentanediol is about US$9,700 per metric ton.[5]

[edit] References

  1. ^ 1,5-Pentanediol at Sigma-Aldrich
  2. ^ Merck Index, 11th Edition, 7073.
  3. ^ Peter Werle and Marcus Morawietz "Alcohols, Polyhydric" in Ullmann's Encyclopedia of Industrial Chemistry: 2002, Wiley-VCH: Weinheim. DOI 10.1002/14356007.a01_305
  4. ^ Linda Wang. "Industrial Chemical Sullies Popular Children's Toy", Chemical & Engineering News, 9 Nov 2007. 
  5. ^ Associated Press. "US mother says her son began to stumble and vomit after eating Chinese-made toy, now recalled", International Herald Tribune, 2007 Nov 07.