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Revision as of 16:41, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,083 edits Saving copy of the {{chembox}} taken from revid 469903400 of page 1-Methylnaphthalene for the Chem/Drugbox validation project (updated: '').		Latest revision as of 21:43, 13 January 2025 edit Arthurfragoso (talk | contribs)Extended confirmed users, Template editors4,591 edits dark mode fix
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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
	| Verifiedfields = changed		| Watchedfields = changed
	| verifiedrevid = 457306059		| verifiedrevid = 477208119
	|Reference = <ref> at ]</ref>		| Reference = <ref> {{Webarchive|url=https://web.archive.org/web/20080513000638/http://msds.chem.ox.ac.uk/ME/1-methylnaphthalene.html |date=2008-05-13 }} at ]</ref>
	|ImageFile1=1-Methylnaphthalene.svg		| ImageFile1=1-Methylnaphthalene.svg
			| ImageClass1 = skin-invert-image
	|ImageSize1=114px		| ImageSize1=114px
	|ImageFile2=1-Methylnaphthalene_3D.png		| ImageFile2=1-Methylnaphthalene_3D.png
	|ImageSize2=200px
			| ImageClass2 = bg-transparent
	|IUPACName = 1-Methylnaphthalene		| PIN = 1-Methylnaphthalene
	|OtherNames=&alpha;-methylnaphthalene		| OtherNames=α-methylnaphthalene
	|Section1= {{Chembox Identifiers		|Section1={{Chembox Identifiers
⚫	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
			| Beilstein = 506793
⚫	| ChEBI_Ref = {{ebicite|changed|EBI}}
		⚫	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
		⚫	| ChEBI_Ref = {{ebicite|correct|EBI}}
	| ChEBI = 50717		| ChEBI = 50717
	| ChemSpiderID = 6736		| ChemSpiderID = 6736
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	| KEGG = C14082		| KEGG = C14082
	| InChIKey = QPUYECUOLPXSFR-UHFFFAOYAD		| InChIKey = QPUYECUOLPXSFR-UHFFFAOYAD
	| ChEMBL_Ref = {{ebicite|changed|EBI}}		| ChEMBL_Ref = {{ebicite|correct|EBI}}
	| ChEMBL = 383808		| ChEMBL = 383808
	| StdInChI_Ref = {{stdinchicite|changed|chemspider}}		| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChI = 1S/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3		| StdInChI = 1S/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3
	| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}		| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChIKey = QPUYECUOLPXSFR-UHFFFAOYSA-N		| StdInChIKey = QPUYECUOLPXSFR-UHFFFAOYSA-N
	| CASNo_Ref = {{cascite|correct|CAS}}		| CASNo_Ref = {{cascite|correct|CAS}}
	| CASNo=90-12-0		| CASNo=90-12-0
			| RTECS = QJ9630000
⚫	| EINECS= 201-966-8
			| UNNumber = 3082 1993
	| SMILES = c1cccc2cccc(c12)C
			| UNII_Ref = {{fdacite|correct|FDA}}
⚫	| PubChem = 7002
			| UNII = E7SK1Y1311
⚫	| InChI = 1/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3
		⚫	| EINECS= 201-966-8
			| SMILES = Cc1cccc2ccccc12
		⚫	| PubChem = 7002
		⚫	| InChI = 1/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3
	}}		}}
	|Section2= {{Chembox Properties		|Section2={{Chembox Properties
	| Formula=C<sub>11</sub>H<sub>10</sub>		| Formula=C<sub>11</sub>H<sub>10</sub>
	| MolarMass=142.20 g/mol		| MolarMass=142.20 g/mol
	| Appearance=Liquid		| Appearance=Liquid
	| Density=1.001 g/mL		| Density=1.001 g/mL
	| MeltingPtC=-22		| MeltingPtC=-22
	| BoilingPtC=240-243		| BoilingPt={{convert|240|-|243|C|F K}}
	| Solubility=		| Solubility=
	| VaporPressure=4.91		| VaporPressure=4.91
			| MagSus = -102.8·10<sup>−6</sup> cm<sup>3</sup>/mol
	}}		}}
	|Section3= {{Chembox Hazards		|Section3={{Chembox Hazards
	| MainHazards=		| MainHazards=
	| FlashPt=82 °C
			| FlashPtC = 82
	| Autoignition=
			| AutoignitionPtC =
	| RPhrases = {{R22}} {{R42}} {{R43}}
	| SPhrases = {{S7}} {{S36}} {{S37}} {{S39}}		| GHSPictograms = {{GHS07}}{{GHS08}}{{GHS09}}
			| GHSSignalWord = Danger
⚫	}}
			| HPhrases = {{H-phrases|302|304|411}}
			| PPhrases = {{P-phrases|264|270|273|301+310|301+312|330|331|391|405|501}}
		⚫	}}
	}}		}}
			'''1-Methylnaphthalene''' is an ] with the formula C<sub>11</sub>H<sub>10</sub>. It is a colorless liquid. It is ]ic with ].
			==Reference fuel==
			1-Methylnaphthalene defines the lower (zero) reference point of ], a measure of diesel fuel ignition quality, as it has a long ignition delay (poor ignition qualities). In contrast, ], with its short ignition delay, defines the upper reference point at 100.<ref name="Speight2015">{{Cite book |last=Speight |first=James G. |title=Handbook of Petroleum Product Analysis. |date=2015 |publisher=Wiley |isbn=978-1-322-95015-0 |location=Hoboken, NJ |pages=158–159 |oclc=903318141}}</ref> In testing, ] (2,2,4,4,6,8,8-heptamethylnonane or HMN) replaced 1-methylnaphthalene as the low cetane number reference fuel in 1962 for reasons of better oxidation stability and ease of use in the reference engine. The scale is unchanged, as isocetane's cetane number is measured at 15, referenced to 1-methylnaphthalene and cetane.<ref name="Hannu">{{Cite tech report|first=Hannu|last=Jääskeläinen|title=Fuel Property Testing: Ignition Quality|year=2007|publisher=ECOpoint Inc.|work=DieselNet Technology Guide|url=https://dieselnet.com/tech/fuel_diesel_ignition.php|access-date=2021-02-24|archive-date=2019-06-26|archive-url=https://web.archive.org/web/20190626204319/https://www.dieselnet.com/tech/fuel_diesel_ignition.php|url-status=live}}</ref>
			==Methylnaphthalene anion==
			With alkali metals, 1-methylnaphthalene forms radical anion salts such as sodium 1-methylnaphthalene.
			Compared to its ] ], sodium 1-methylnaphthalene is more soluble, which is useful for low-temperature reductions.<ref>{{cite journal|last1=Liu |first1=X. |last2=Ellis |first2=J. E. |title=Hexacarbonylvanadate(1−) and Hexacarbonylvanadium(0) |journal=Inorg. Synth.|date=2004 |volume=34 |pages=96–103 |doi=10.1002/0471653683.ch3| isbn=0-471-64750-0}}</ref>
			==See also==
			* ]
			==References==
			{{Reflist}}
			==External links==
			*
			{{PAHs}}
			{{DEFAULTSORT:Methylnaphthalene, 1-}}
			]
			]