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1,5-Pentanediol
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477206630 1,5-Pentanediol at Sigma-Aldrich Pentanediol.png Pentane-1,5-diol Pentamethylene glycol1,5-Dihydroxypentane correct chemspider 13839441 1/C5H12O2/c6-4-2-1-3-5-7/h6-7H,1-5H2 ALQSHHUCVQOPAS-UHFFFAOYAE correct EBI 448289 203-854-4 correct chemspider 1S/C5H12O2/c6-4-2-1-3-5-7/h6-7H,1-5H2 correct chemspider ALQSHHUCVQOPAS-UHFFFAOYSA-N correct CAS 111-29-5 correct FDA 07UXZ0SCST 8105 OCCCCCO C5H12O2 104.14758 0.994 g/mL at 25 °C -18 242 Miscible
1,5-Pentanediol https://pubchem.ncbi.nlm.nih.gov/compound/8105#section=Safety-and-Hazards pubchem.ncbi.nlm.nih.gov en 07 Warning 302 261 264 264+265 270 271 280 301+317 302+352 304+340 305+351+338 319 321 330 332+317 337+317 362+364 403+233 405 501 2 1 0
1,5-Pentanediol is the organic compound with the formula HO(CH2)5OH. Like other diols, this viscous, colorless liquid is used as a plasticizer and also forms polyesters, which are used as emulsifying agents and resin intermediates.Merck Index, 11th Edition, 7073.
Synthesis and reactions
1,5-Pentanediol is produced by hydrogenation of glutaric acid and its derivatives. Werle, P. Morawietz, M. Alcohols, Polyhydric 10.1002/14356007.a01_305 It can also be prepared by hydrogenolysis of tetrahydrofurfuryl alcohol.Production of 1,5-Pentanediol from Biomass via Furfural and Tetrahydrofurfuryl Alcohol Nakagawa, Yoshinao Tomishige, Keiichi Catalysis Today 2012 195 136–143 10.1016/j.cattod.2012.04.048 1,4-Pentadiene can be prepared from 1,5-pentadiol via the diacetate.R. E. Benson, B. C. McKusick, Oliver Grummitt, E. P. Budewitz, C. C. Chudd 10.15227/orgsyn.038.0078 free 1,4-Pentadiene Organic Syntheses 1958 38 78
Contamination of Bindeez
Bindeez
A toy called Bindeez (Aqua Dots in North America) was recalled by the distributor in November 2007 due to the unauthorized substitution of 1,5-pentanediol with 1,4-butanediol. The toy consists of small beads that stick to each other when sprinkled with water. 1,4-Butanediol, which when ingested is metabolized to gamma-hydroxybutyric acid, was detected by GC-MS. https://pubs.acs.org/cen/news/85/i46/8546news11.html Chemical & Engineering News Industrial Chemical Sullies Popular Children's Toy Wang, L. 2007-11-09 Griffiths, J. Government and Society: Scientific sleuthing: how GC/MS uncovered toy danger Analytical Chemistry 2008 80 1 6 10.1021/ac085987i free ChemNet China lists the price of 1,4-butanediol at between US$1,350–2,800/tonne, while the price for 1,5-pentanediol is about US$9,700/tonne. Associated Press Mom: Chemical-laced toy made son 'drunk' USA Today 2007-11-09 http://usatoday30.usatoday.com/news/health/2007-11-09-toy-recall-chemicals_N.htm
References
Category:Alkanediols