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1,5-Pentanediol

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]

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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]

References

^ 1,5-Pentanediol at Sigma-Aldrich
^ Merck Index, 11th Edition, 7073.
^ Peter Werle and Marcus Morawietz "Alcohols, Polyhydric" in Ullmann's Encyclopedia of Industrial Chemistry: 2002, Wiley-VCH: Weinheim. DOI 10.1002/14356007.a01_305
^ Linda Wang. "Industrial Chemical Sullies Popular Children's Toy", Chemical & Engineering News, 9 Nov 2007.
^ 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.