1,5-Pentanediol

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1,5-Pentanediol[1]
Pentanediol.png
Names
IUPAC name
pentane-1,5-diol
Other names
Pentylene glycol
Pentamethylene glycol
1,5-Dihydroxypentane
Identifiers
111-29-5 YesY
ChEMBL ChEMBL448289 YesY
ChemSpider 13839441 YesY
Jmol 3D model Interactive image
Interactive image
PubChem 8105
  • InChI=1S/C5H12O2/c6-4-2-1-3-5-7/h6-7H,1-5H2 YesY
    Key: ALQSHHUCVQOPAS-UHFFFAOYSA-N YesY
  • InChI=1/C5H12O2/c6-4-2-1-3-5-7/h6-7H,1-5H2
    Key: ALQSHHUCVQOPAS-UHFFFAOYAE
  • OCCCCCO
  • C(CCO)CCO
Properties
C5H12O2
Molar mass 104.14758
Density 0.994 g/mL at 25 °C
Melting point −18 °C (0 °F; 255 K)
Boiling point 242 °C (468 °F; 515 K)
Miscible
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
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

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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.[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

  1. ↑ 1,5-Pentanediol at Sigma-Aldrich
  2. ↑ Merck Index, 11th Edition, 7073.
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.; Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  7. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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