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Revision as of 12:14, 5 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 448300809 of page Phenylmercury_acetate for the Chem/Drugbox validation project (updated: 'UNII', 'KEGG').		Latest revision as of 22:02, 10 December 2024 edit Bernanke's Crossbow (talk | contribs)Extended confirmed users7,715 edits →Applications: semicolon for precedence
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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		| Verifiedfields = changed
	| Watchedfields = changed		| Watchedfields = changed
	| verifiedrevid = 396511106		| verifiedrevid = 464201286
	| ImageFile1 = Phenylmercury(II)-acetate-from-xtal-2D-skeletal.png		| ImageFile1 = Phenylmercuric acetate.svg
	| ImageFile1_Ref = {{Chemboximage|correct|??}}		| ImageFile1_Ref = {{Chemboximage|correct|??}}
	| ImageSize1 = 244		| ImageSize1 =
	| ImageName1 = Skeletal formula of phenylmercury acetate		| ImageName1 = Skeletal formula of phenylmercury acetate
	| ImageFile2 = Phenylmercury(II)-acetate-from-xtal-3D-balls.png		| ImageFile2 = Phenylmercury(II)-acetate-from-xtal-3D-balls.png
	| ImageFile2_Ref = {{Chemboximage|correct|??}}		| ImageFile2_Ref = {{Chemboximage|correct|??}}
	| ImageSize2 = 244		| ImageSize2 =
	| ImageName2 = Ball and stick model of the phenylmercury acetate molecule		| ImageName2 = Ball and stick model of the phenylmercury acetate molecule
	| IUPACName = Anticon		| IUPACName =
	| SystematicName = Phenylmercurio acetate{{Reference necessary|date=January 2011}}		| SystematicName = acetyloxy(phenyl)mercury
	| Section1 = {{Chembox Identifiers		| Section1 = {{Chembox Identifiers
	| InChI = 1S/C6H5.C2H4O2.Hg/c1-2-4-6-5-3-1;1-2(3)4;/h1-5H;1H3,(H,3,4);/q;;+1/p-1		|InChI = 1S/C6H5.C2H4O2.Hg/c1-2-4-6-5-3-1;1-2(3)4;/h1-5H;1H3,(H,3,4);/q;;+1/p-1
	| InChIKey1 = XEBWQGVWTUSTLN-UHFFFAOYSA-M		|InChIKey1 = XEBWQGVWTUSTLN-UHFFFAOYSA-M
	| CASNo = 62-38-4		|CASNo = 62-38-4
	| CASNo_Ref = {{cascite|correct|CAS}}		|CASNo_Ref = {{cascite|correct|CAS}}
	| PubChem = 16682730		|PubChem = 16682730
	| PubChem_Ref = {{Pubchemcite|correct|PubChem}}		|ChEMBL_Ref = {{ebicite|correct|EBI}}
	| ChemSpiderID = 10294750		|ChEMBL = 1333953
			|ChemSpiderID = 10294750
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}		|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| UNII = <!-- blanked - oldvalue: OSX88361UX -->		|UNII = OSX88361UX
	| UNII_Ref = {{fdacite|changed|FDA}}		|UNII_Ref = {{fdacite|correct|FDA}}
	| EINECS = 200-532-5		|EINECS = 200-532-5
	| UNNumber = 1674		|UNNumber = 1674
	| KEGG = <!-- blanked - oldvalue: D05464 -->		|KEGG = D05464
	| KEGG_Ref = {{keggcite|changed|kegg}}		|KEGG_Ref = {{keggcite|correct|kegg}}
	| MeSHName = Phenylmercuric+acetate		|MeSHName = Phenylmercuric+acetate
	| ChEBI_Ref = {{ebicite|correct|EBI}}		|ChEBI_Ref = {{ebicite|correct|EBI}}
	| ChEBI = 27684		|ChEBI = 27684
	| RTECS = OV6475000		|RTECS = OV6475000
	| Beilstein = 3662930		|Beilstein = 3662930
	| Gmelin = 83357		|Gmelin = 83357
	| SMILES = CC(=O)OC1=CC=CC=C1		|SMILES = CC(=O)OC1=CC=CC=C1
	| SMILES1 = CC(=O)Oc1ccccc1		|SMILES1 = CC(=O)Oc1ccccc1
	| StdInChI = 1S/C6H5.C2H4O2.Hg/c1-2-4-6-5-3-1;1-2(3)4;/h1-5H;1H3,(H,3,4);/q;;+1/p-1		|StdInChI = 1S/C6H5.C2H4O2.Hg/c1-2-4-6-5-3-1;1-2(3)4;/h1-5H;1H3,(H,3,4);/q;;+1/p-1
	| StdInChI_Ref = {{stdinchicite|changed|chemspider}}		|StdInChI_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChIKey = XEBWQGVWTUSTLN-UHFFFAOYSA-M		|StdInChIKey = XEBWQGVWTUSTLN-UHFFFAOYSA-M
	| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}		|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
	}}		}}
	| Section2={{Chembox Properties		| Section2 = {{Chembox Properties
	| C = 8		|C=8 | H=8 | Hg=1 | O=2
	| H = 8		|MeltingPtC = 148 to 151
	| Hg = 1
	| O = 2
	| ExactMass = 338.023055104 g mol<sup>-1</sup>
	| MeltingPtCL = 148
	| MeltingPtCH = 151
	}}		}}
	| Section3 = {{Chembox Hazards		| Section3 = {{Chembox Hazards
	| ExternalMSDS=		|ExternalSDS=
			|GHSPictograms = {{GHS05}}{{GHS06}}{{GHS08}}{{GHS09}}
	| EUIndex = 080-011-00-5
			|GHSSignalWord = Danger
	| EUClass = {{Hazchem T}} {{Hazchem N}}
			|HPhrases = {{H-phrases|301|314|372|410}}
	| RPhrases = {{R25}}, {{R34}}, {{R48/24/25}}, {{R50/53}}
			|PPhrases = {{P-phrases|260|264|270|273|280|301+310|301+330+331|303+361+353|304+340|305+351+338|310|314|321|330|363|391|405|501}}
	| SPhrases = {{S1/2}}, {{S23}}, {{S24/25}}, {{S37}}, {{S45}}, {{S60}}, {{S61}}
	}}		}}
	}}		}}
			'''Phenylmercuric acetate''' is an ] used as a ], ], and ].
			== Properties ==
			Phenylmercuric acetate forms colorless, lustrous crystals, and is soluble in ethanol, benzene, acetic acid, and sparingly in water.<ref name=":0">{{cite book |last1=Simon |first1=Matthias |title=Ullmann's Encyclopedia of Industrial Chemistry |last2=Jönk |first2=Peter |last3=Wühl-Couturier |first3=Gabriele |last4=Halbach |first4=Stefan |year=2006 |isbn=978-3-527-30673-2 |chapter=Mercury, Mercury Alloys, and Mercury Compounds |doi=10.1002/14356007.a16_269.pub2}}</ref>
			==Applications==
			Phenylmercuric acetate has been used as a preservative in eyedrops and paint, disinfectant, former fungicide in agriculture, and a potential fungicide in leather processing.<ref name=":0" /><ref name=":2">{{cite journal |last1=Geier |first1=J. |last2=Lessmann |first2=H. |last3=Uter |first3=W. |last4=Schnuch |first4=A. |year=2005 |title=Patch testing with phenylmercuric acetate |journal=Contact Dermatitis |volume=53 |issue=2 |pages=117–8 |doi=10.1111/j.0105-1873.2005.0650d.x |pmid=16033409 |s2cid=42906373}}</ref><ref name="Pmid2">{{cite journal |last1=Xu |first1=Y. |last2=Zhao |first2=D. |last3=Gao |first3=C. |last4=Zhou |first4=L. |last5=Pang |first5=G. |last6=Sun |first6=S. |year=2012 |title=In vitro activity of phenylmercuric acetate against ocular pathogenic fungi |journal=] |volume=67 |issue=8 |pages=1941–4 |doi=10.1093/jac/dks133 |pmid=22514262 |doi-access=free}}</ref> It kills ], the seedlings of which are especially vulnerable, but leaves most lawn grasses intact.<ref>Sunset Western Garden Book (1954), p.69</ref> It exhibits anti-fungal activity against a broad range of ocular pathogenic fungi, with the greatest activity against ''Fusarium'' spp, and has been investigated as a potential treatment for ].<ref name="Pmid2" />
			Phenylmercuric acetate was used for disinfecting mucous membranes, but due to toxicological and ecotoxicological reasons, is no longer used.<ref name=":1">{{cite book |last1=Siebert |first1=Jörg |title=Ullmann's Encyclopedia of Industrial Chemistry |last2=Harke |first2=Hans-Peter |year=2009 |isbn=978-3-527-30673-2 |chapter=Disinfectants |doi=10.1002/14356007.a08_551.pub2}}</ref> Phenylmercuric acetate was used as a catalyst during commercial ] Tartan brand polyurethane flexible floor manufacture. That flooring became popular for public buildings, especially school ], in the 1950s through the 1970s; and traces of the catalyst remained detectable in ] public schools as late as 2006.<ref name="pmid183658892">{{cite journal |last1=Beaulieu |first1=Harry J. |last2=Beaulieu |first2=Serrita |last3=Brown |first3=Chris |year=2008 |title=Phenyl Mercuric Acetate (PMA): Mercury-Bearing Flexible Gymnasium Floors in Schools — Evaluation of Hazards and Controlled Abatement |journal=Journal of Occupational and Environmental Hygiene |volume=5 |issue=6 |pages=360–6 |doi=10.1080/15459620802017425 |pmid=18365889 |s2cid=43701302}}</ref>
			==Hazards==
			Contact with phenylmercuric acetate can cause allergic reactions.,<ref name=":2" /> such as ] and contact ] syndrome.<ref>{{cite journal |last1=Maibach |first1=H. I. |last2=Johnson |first2=H. L. |year=1975 |title=Contact Urticaria Syndrome: Contact Urticaria to Diethyltoluamide (Immediate-Type Hypersensitivity) |journal=Archives of Dermatology |volume=111 |issue=6 |pages=726–30 |doi=10.1001/archderm.1975.01630180054004 |pmid=1137416}}</ref><ref name="pmid81120792">{{cite journal |last1=Torresani |first1=Claudio |last2=Caprari |first2=Elisabetta |last3=Manara |first3=Gian Carlo |year=1993 |title=Contact urticaria syndrome due to phyenylmercuric acetate |journal=Contact Dermatitis |volume=29 |issue=5 |pages=282–3 |doi=10.1111/j.1600-0536.1993.tb03574.x |pmid=8112079 |s2cid=46255307}}</ref> ] plays a crucial role in contact urticaria syndrome pathogenesis.<ref name="pmid81120792" />
			A rare side effect of phenylmercuric acetate in eye drops is mercurialentis, the buildup of pigment on the anterior capsule of the lens. This has been estimated to affect 18 of 500 patients who have used eye drops containing phenylmercuric acetate two to four times a day for more than six years. The pigmentation is not associated with visual impairment nor any ocular abnormalities.<ref name="Pmid2" />
			==See also==
			* ]
			* ]
			==References==
			{{reflist}}
			{{Mercury compounds}}
			]
			]