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Revision as of 16:31, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 456367834 of page 1,5-Pentanediol for the Chem/Drugbox validation project (updated: '').		Latest revision as of 13:56, 3 May 2024 edit Smokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers74,604 edits reactions
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	{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
	{{chembox		{{chembox
		⚫	| verifiedrevid = 477206630
	| Verifiedfields = changed
			| Name =
⚫	| verifiedrevid = 456366282
	|Reference=<ref> at ]</ref>		| Reference = <ref> at ]</ref>
	|ImageFile=Pentanediol.png		| ImageFile = Pentanediol.png
			| PIN = Pentane-1,5-diol
	|ImageSize=200px
		⚫	| OtherNames = Pentamethylene glycol<br />1,5-Dihydroxypentane
	|IUPACName=pentane-1,5-diol
			| SystematicName =
⚫	|OtherNames=Pentylene glycol<br>Pentamethylene glycol<br>1,5-Dihydroxypentane
	| Section1= {{Chembox Identifiers		| Section1 = {{Chembox Identifiers
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}		| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID = 13839441		| ChemSpiderID = 13839441
	| InChI = 1/C5H12O2/c6-4-2-1-3-5-7/h6-7H,1-5H2		| InChI = 1/C5H12O2/c6-4-2-1-3-5-7/h6-7H,1-5H2
	| InChIKey = ALQSHHUCVQOPAS-UHFFFAOYAE		| InChIKey = ALQSHHUCVQOPAS-UHFFFAOYAE
		⚫	| ChEMBL_Ref = {{ebicite|correct|EBI}}
	| SMILES1 = C(CCO)CCO
⚫	| ChEMBL_Ref = {{ebicite|changed|EBI}}
	| ChEMBL = 448289		| ChEMBL = 448289
			| EINECS = 203-854-4
	| StdInChI_Ref = {{stdinchicite|correct|chemspider}}		| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChI = 1S/C5H12O2/c6-4-2-1-3-5-7/h6-7H,1-5H2		| StdInChI = 1S/C5H12O2/c6-4-2-1-3-5-7/h6-7H,1-5H2
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	| CASNo_Ref = {{cascite|correct|CAS}}		| CASNo_Ref = {{cascite|correct|CAS}}
	| CASNo=111-29-5		| CASNo=111-29-5
			| UNII_Ref = {{fdacite|correct|FDA}}
⚫	| PubChem=8105
	| SMILES = OCCCCCO		| UNII = 07UXZ0SCST
		⚫	| PubChem=8105
			| SMILES = OCCCCCO
	}}		}}
	| Section2= {{Chembox Properties		| Section2 = {{Chembox Properties
	| Formula=C<sub>5</sub>H<sub>12</sub>O<sub>2</sub>		| Formula=C{{sub|5}}H{{sub|12}}O{{sub|2}}
	| MolarMass=104.14758		| MolarMass=104.14758
	| Appearance=		| Appearance=
	| Density=0.994 g/mL at 25 °C		| Density=0.994 g/mL at 25 °C
	| MeltingPtC=-18		| MeltingPtC=-18
	| BoilingPtC=242		| BoilingPtC=242
	| Solubility=Miscible		| Solubility=Miscible
	}}		}}
			| Section3 =
⚫	| Section7 ={{Chembox Hazards
			| Section4 =
⚫	| MainHazards=
			| Section5 =
⚫	| FlashPt=
			| Section6 =
	| Autoignition=
		⚫	| Section7 = {{Chembox Hazards
⚫	| NFPA-H = 2
			| GHS_ref=<ref>{{cite web |title=1,5-Pentanediol |url=https://pubchem.ncbi.nlm.nih.gov/compound/8105#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |language=en}}</ref>
⚫	| NFPA-F = 1
			| GHSPictograms = {{GHS07}}
⚫	| NFPA-R = 0
			| GHSSignalWord = Warning
			| HPhrases = {{H-phrases|302}}
			| PPhrases = {{P-phrases|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}}
		⚫	| MainHazards=
		⚫	| FlashPt=
			| AutoignitionPt =
		⚫	| NFPA-H = 2
		⚫	| NFPA-F = 1
		⚫	| NFPA-R = 0
	}}		}}
	}}		}}
			'''1,5-Pentanediol''' is the ] with the ] HO(CH{{sub|2}}){{sub|5}}OH. Like other ]s, this viscous colourless liquid is used as ] and also forms ]s that are used as emulsifying agents and resin intermediates.<ref>''Merck Index'', 11th Edition, '''7073'''.</ref>
			==Synthesis and reactions==
			1,5-Pentanediol is produced by ] of ] and its derivatives.<ref>{{ Ullmann | author = Werle, P. | author2 = Morawietz, M. | title = Alcohols, Polyhydric | doi = 10.1002/14356007.a01_305 }}</ref> It can also be prepared by ] of ].<ref>{{cite journal|title=Production of 1,5-Pentanediol from Biomass via Furfural and Tetrahydrofurfuryl Alcohol |author=Nakagawa, Yoshinao |author2=Tomishige, Keiichi |journal=Catalysis Today|year=2012|volume=195|pages=136–143|doi=10.1016/j.cattod.2012.04.048}}</ref> ] can be prepared from 1,5-pentadiol via the diacetate.<ref>{{cite journal |author=R. E. Benson, B. C. McKusick, Oliver Grummitt, E. P. Budewitz, C. C. Chudd|doi=10.15227/orgsyn.038.0078 |title=1,4-Pentadiene |journal=Organic Syntheses |date=1958 |volume=38 |page=78 }}</ref>
			==Contamination of Bindeez==
			{{see also|Bindeez}}
			A toy called '']'' (''Aqua Dots'' in North America) was recalled by the distributor in November 2007 because of the unauthorized substitution of 1,5-pentanediol with ]. The toy consists of small beads that stick to each other upon sprinkling with water. 1,4-Butanediol, which when ingested is metabolized to ], was detected by ].<ref>{{cite news | url = https://pubs.acs.org/cen/news/85/i46/8546news11.html | newspaper = ] |
			title = Industrial Chemical Sullies Popular Children's Toy | author = Wang, L. | date = 2007-11-09 }}</ref><ref>{{ cite journal | author = Griffiths, J. | title = Government and Society: Scientific sleuthing: how GC/MS uncovered toy danger | journal = Analytical Chemistry | year = 2008 | volume = 80 | issue = 1 | pages = 6 | doi = 10.1021/ac085987i | doi-access = free }}</ref> 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.<ref>{{cite news | agency = Associated Press | title = Mom: Chemical-laced toy made son 'drunk' | newspaper = ] | date = 2007-11-09 | url = http://usatoday30.usatoday.com/news/health/2007-11-09-toy-recall-chemicals_N.htm }}</ref>
			==References==
			{{reflist}}
			{{DEFAULTSORT:Pentanediol, 1, 5-}}
			]