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1,5-pentanediol

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Title: 1,5-pentanediol  
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Subject: Gamma-Hydroxybutyric acid, 1,4-Butanediol, Product recall
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1,5-pentanediol

1,5-Pentanediol[1]
Identifiers
CAS number 111-29-5 YesY
PubChem 8105
ChemSpider 13839441 YesY
Jmol-3D images Image 2
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
Hazards
NFPA 704
1
2
0
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

1,5-Pentanediol is the organic compound with the formula HOCH2CH2CH2CH2CH2OH. Like other diols, this viscous colourless liquid is used as plasticizer and also forms polyesters that are used as emulsifying agents and resin intermediates.[2]

Preparation

1,5-Pentanediol is manufactured by hydrogenation of glutaric acid and its derivatives.[3] It can also be prepared by hydrogenation of furfural followed by hydrogenolysis of the substituted tetrahydrofuran.[4]

Contamination of 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.[5][6] ChemNet China lists the price of 1,4-butanediol at between about US$1,350–2,800/tonne, while the price for 1,5-pentanediol is about US$9,700/tonne.[7]

References

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