Browse history interactively

Page 1

Page 1Revision 1

Page 2

Page 2Revision 2

← Previous editContent deleted Content addedVisualWikitext

Revision as of 11:24, 24 October 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEMBL').← Previous edit		Latest revision as of 15:19, 8 October 2024 edit undoJWBE (talk | contribs)Extended confirmed users10,111 edits removed Category:Anilines; added Category:4-Aminophenyl compounds using HotCat
(29 intermediate revisions by 22 users not shown)
Line 1:		Line 1:
	{{chembox		{{chembox
			| Watchedfields = changed
	| verifiedrevid = 443391106		| verifiedrevid = 457130888
	| ImageFile = Aminoazobenzene.png		| ImageFile = Aminoazobenzene.svg
	| ImageSize = 220		| ImageSize = 220
	| ImageName = Skeletal formula		| ImageName = Skeletal formula
Line 7:		Line 8:
	| ImageSize1 = 220		| ImageSize1 = 220
	| ImageName1 = Ball-and-stick model		| ImageName1 = Ball-and-stick model
			| PIN = 4-(Phenyldiazenyl)aniline
	| IUPACName = 4-Phenyldiazenylaniline
	| OtherNames = para-aminoazobenzene <br /> 4-phenylazoaniline <br /> AAB <br /> Brasilazina oil Yellow G <br /> Ceres Yellow <br /> Fast spirit Yellow <br /> Induline R <br /> Oil Yellow AAB <br /> Oil Yellow AN <br /> Oil Yellow B <br /> Oil Yellow 2G <br /> Oil Yellow R <br /> Organol Yellow <br /> Organol Yellow 2A <br /> Solvent Yellow <br /> Somalia Yellow 2G <br /> Stearix Brown 4R <br /> Sudan Yellow R <br /> Sudan Yellow RA <br /> C.I. 11000		| OtherNames = ''para''-Aminoazobenzene<br />4-Phenylazoaniline<br />AAB<br />Brasilazina oil Yellow G<br />Ceres Yellow<br /> Fast spirit Yellow<br />Induline R<br />Oil Yellow AAB<br />Oil Yellow AN<br />Oil Yellow B<br />Oil Yellow 2G<br />Oil Yellow R<br />Organol Yellow<br />Organol Yellow 2A<br />Solvent Yellow<br />Somalia Yellow 2G<br />Stearix Brown 4R<br />Sudan Yellow R<br />Sudan Yellow RA<br />C.I. 11000
	| Section1 = {{Chembox Identifiers		|Section1={{Chembox Identifiers
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}		| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID = 5828		| ChemSpiderID = 5828
	| InChI = 1/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2/b15-14+		| InChI = 1/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2/b15-14+
Line 19:		Line 20:
	| StdInChIKey = QPQKUYVSJWQSDY-CCEZHUSRSA-N		| StdInChIKey = QPQKUYVSJWQSDY-CCEZHUSRSA-N
	| CASNo = 60-09-3		| CASNo = 60-09-3
	| CASNo_Ref = {{cascite|correct|CAS}}		| CASNo_Ref = {{cascite|correct|CAS}}
			| UNII_Ref = {{fdacite|correct|FDA}}
⚫	| EINECS = 200-453-6
	| ChEMBL = 83761		| UNII = 57X2AH42T1
		⚫	| EINECS = 200-453-6
			| ChEMBL_Ref = {{ebicite|correct|EBI}}
			| ChEMBL = 83761
	| PubChem = 6051		| PubChem = 6051
	| KEGG_Ref = {{keggcite|correct|kegg}}		| KEGG_Ref = {{keggcite|correct|kegg}}
	| KEGG = C19187		| KEGG = C19187
	| ChEBI_Ref = {{ebicite|correct|EBI}}		| ChEBI_Ref = {{ebicite|correct|EBI}}
	| ChEBI = 233869		| ChEBI = 233869
	| SMILES = N(=N/c1ccc(N)cc1)\c2ccccc2		| SMILES = N(=N/c1ccc(N)cc1)\c2ccccc2
	}}		}}
	| Section2 = {{Chembox Properties		|Section2={{Chembox Properties
	| Formula = C<sub>6</sub>H<sub>5</sub>N=NC<sub>6</sub>H<sub>4</sub>NH<sub>2</sub>		| Formula = C<sub>6</sub>H<sub>5</sub>N=NC<sub>6</sub>H<sub>4</sub>NH<sub>2</sub> (C<sub>12</sub>H<sub>11</sub>N<sub>3</sub>)
	| MolarMass = 197.24 g/mol		| MolarMass = 197.24 g/mol
	| Appearance =		| Appearance =
	| Density =		| MeltingPtC = 123 to 126
			| MeltingPt_notes =
	| MeltingPt = 123-126 °C
	| BoilingPt = > 360 °C		| BoilingPt= >
	| Solubility =		| BoilingPtC = 360
			| Solubility =
⚫	}}
			| Density = 1.19 g/mL
⚫	| Section3 = {{Chembox Hazards
			| pKa = 2.82 (25 ºC)
⚫	| MainHazards = Highly toxic <br /> Cancer suspect agent
			| MagSus = -118.3·10<sup>−6</sup> cm<sup>3</sup>/mol
⚫	| NFPA-H = 0
⚫	| NFPA-F = 2
⚫	| NFPA-R = 1
⚫	| FlashPt =
	| Autoignition =
	}}		}}
		⚫	|Section3={{Chembox Hazards
		⚫	| MainHazards = Highly toxic <br /> Suspected carcinogen
		⚫	| NFPA-H = 0
		⚫	| NFPA-F = 2
		⚫	| NFPA-R = 1
			| GHSPictograms = {{GHS08}}{{GHS09}}
		⚫	| FlashPt =
			| AutoignitionPt =
			| LD50 = 200 mg/kg (mouse)
			| GHSSignalWord = Danger
		⚫	}}
	}}		}}
	'''Aniline Yellow''' is a yellow ] and an ]. It is a derivate of ]. It has the appearance of an orange powder. It is a carcinogen.<ref>http://msds.chem.ox.ac.uk/PH/4-phenylazoaniline.html</ref>		'''Aniline Yellow''' is a yellow ] and an ]. It is a derivative of ]. It has the appearance of an orange powder.
		⚫	Aniline Yellow was the first ]. it was first produced in 1861 by C. Mene. The second azo dye was ] in 1863. Aniline Yellow was commercialized in 1864 as the first commercial azo dye, a year after ]. It is manufactured from ].
⚫	Aniline Yellow was the first ]. it was first produced in 1861 by C. Mene. The second azo dye was ] in 1863. Aniline Yellow was commercialized in 1864 as the first commercial azo dye, a year after ]. It is manufactured from ].
	==Uses==		==Uses==
	Aniline Yellow is used in ] for ],<ref>http://www.microscopy-uk.org.uk/mag/artfeb00/rhvital.html</ref> in ] for yellow ]s, in yellow ]s and ]s including inks for ]s. It is also used in insecticides, lacquers, varnishes, waxes, oil stains, and ] ]s. It is also an intermediate in synthesis of other dyes, e.g. ], ], ], and ].		Aniline Yellow is used in ] for ],<ref>{{Cite web|url=http://www.microscopy-uk.org.uk/mag/artfeb00/rhvital.html|title=Vital staining for protozoa}}</ref> in ] for yellow ]s, in yellow ]s and ]s including inks for ]s. It is also used in insecticides, lacquers, varnishes, waxes, oil stains, and ] ]s. It is also an intermediate in synthesis of other dyes, e.g. ], ], ], and ].
			==Safety==
	==Toxic oil syndrome==
			Aminoazobenzene compounds are often carcinogenic.<ref>{{cite journal |doi=10.1016/s0143-7208(02)00070-0 |title=Mutagenicity of aminoazobenzene dyes and related structures: A QSAR/QPAR investigation |date=2002 |last1=Garg |first1=Ashish |last2=Bhat |first2=Krishna L. |last3=Bock |first3=Charles W. |journal=Dyes and Pigments |volume=55 |pages=35–52 }}</ref>
⚫	Aniline Yellow was involved in the 1981 Spanish ] (TOS). A Madrid-based company imported ] ], dyed by aniline yellow to mark it as unsuitable for human consumption, to be used as a fuel in ]s. However, the company distilled the oil to remove the dye, and sold it as a much more valuable ] for cooking. The result was a rash of ]-type illnesses, with a second stage with ]s, weight loss, ], and muscle wasting. The net result was over 20,000 sick and 400 dead. The chemistry of the poisonous reaction is still subject of a debate.<ref>http://www.researchinformation.co.uk/fse/fse0301/0301issue.php</ref>
			<!-- so what, irrelevant to this topic==Toxic oil syndrome==
			Aniline Yellow was initially implicated in the 1981 Spanish ] (TOS), although further study suggested the cause was likely contaminated tomatoes.<ref>{{Cite web|url=https://www.theguardian.com/education/2001/aug/25/research.highereducation|title = The Spanish cooking oil scandal|website = ]|date = 24 August 2001}}</ref>
		⚫	The initial theory of the incident proposed that a Madrid-based company imported ] ], dyed by aniline yellow to mark it as unsuitable for human consumption, to be used as a fuel in ]s. At the time, rapeseed oil was not legal for import for cooking use in Spain. However, the company (or smaller merchants) was accused of distilling the oil to remove the dye and selling it to households, possibly as much more valuable ] for cooking. Patients presented with a rash of ]-type illnesses, with a second stage with ]s, weight loss, ], and muscle wasting. The net result was over 20,000 sick and 400 dead. The chemistry of the poisonous reaction is still subject of debate; later forensic evidence suggests that ] from locally-grown vegetables may be a more likely cause of the symptoms.<ref>{{cite web|url=http://www.researchinformation.co.uk/fse/fse0301/0301issue.php |title=FSE Editorial |access-date=2006-02-02 |url-status=dead |archive-url=https://web.archive.org/web/20070312035802/http://www.researchinformation.co.uk/fse/fse0301/0301issue.php |archive-date=2007-03-12 }}</ref><ref>{{cite web |last1=Woffinden |first1=Bob |title=Cover-up |url=https://www.theguardian.com/education/2001/aug/25/research.highereducation |website=The Guardian |access-date=28 March 2023 |date=24 August 2001}}</ref>-->
	==References==		==References==
Line 64:		Line 78:
	]		]
	]		]
	]		]
			]
			]
	]