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Benzophenone
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{{about|the parent chemical|the sunscreening-agent derivatives|benzophenone-n}} {{use dmy dates|date=August 2024}} {{chembox |Watchedfields = changed |verifiedrevid = 443416927 |ImageFile = Benzophenon.svg |ImageClass = skin-invert |ImageFile1 = Benzophenone-from-xtal-stable-phase-1968-3D-balls.png |ImageFile2 = Benzophenone-from-xtal-stable-phase-1968-3D-vdW.png |ImageFile3 = Benzophenone vial.jpg |ImageSize3 = 220px |PIN = Diphenylmethanone<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = [[Royal Society of Chemistry|The Royal Society of Chemistry]] | date = 2014 | location = Cambridge | pages = 723β724, 726 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4| chapter = Front Matter }}</ref> |OtherNames = Benzophenone<ref name=iupac2013 /> <br />Diphenyl ketone<br />Benzoylbenzene<br />Benzoylphenyl |Section1={{Chembox Identifiers |UNII_Ref = {{fdacite|correct|FDA}} |UNII = 701M4TTV9O |KEGG_Ref = {{keggcite|correct|kegg}} |KEGG = C06354 |Beilstein = 1238185 |Gmelin = 4256 |EC_number = 204-337-6 |RTECS = DI9950000 |UNNumber = 1224 |InChIKey = RWCCWEUUXYIKHB-UHFFFAOYAX |ChEMBL_Ref = {{ebicite|correct|EBI}} |ChEMBL = 90039 |StdInChI_Ref = {{stdinchicite|correct|chemspider}} |StdInChI = 1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H |StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |StdInChIKey = RWCCWEUUXYIKHB-UHFFFAOYSA-N |CASNo_Ref = {{cascite|correct|CAS}} |ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |ChemSpiderID=2991 |CASNo = 119-61-9 |PubChem = 3102 |DrugBank_Ref = {{drugbankcite|correct|drugbank}} |DrugBank = DB01878 |ChEBI_Ref = {{ebicite|correct|EBI}} |ChEBI = 41308 |SMILES = O=C(c1ccccc1)c2ccccc2 |InChI = 1/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H }} |Section2={{Chembox Properties |C=13 | H=10 | O=1 |Appearance = White solid |Odor = [[Geranium]]-like<ref name=Merck>{{cite book|title=Merck Index|edition=11th|page=1108|title-link=Merck Index}}</ref> |Density = 1.11 g/cm<sup>3</sup><ref name=Merck/> |MeltingPtC = 48.5 |MeltingPt_ref = <ref name=Merck/> |MagSus = β109.6Β·10<sup>β6</sup> cm<sup>3</sup>/mol |BoilingPtC = 305.4 |BoilingPt_ref = <ref name=Merck/> |Solubility = Insoluble<ref name=Merck/> |Solubility1 = 1 g/7.5 mL in [[ethanol]]<ref name=Merck/><br/>1 g/6 mL in [[diethyl ether]].<ref name=Merck/> Alkanes + [[tetrachloromethane]]: better with increasing tetrachloromethane content<ref>{{cite journal|last1=Azizian|first1=Saeid|last2=Haydarpour|first2=Afshin|title=Solubility of Benzophenone in Binary Alkane + Carbon Tetrachloride Solvent Mixtures|journal=Journal of Chemical & Engineering Data|date=November 2003|volume=48|issue=6|pages=1476β1478|doi=10.1021/je0340497}}</ref> |Solvent1 = organic solvents }} |Section3={{Chembox Hazards |MainHazards = Harmful (XN) |FlashPtC = 110 |NFPA-H = 1 |NFPA-F = 1 |NFPA-R = 0 |ExternalSDS = [https://www.sigmaaldrich.com/US/en/sds/mm/8.01801?userType=anonymous External MSDS by Sigma-Aldritch] |GHSPictograms = {{GHS08}}{{GHS09}} |GHSSignalWord = Warning |HPhrases = {{H-phrases|373|411}} |PPhrases = {{P-phrases|260|273|314|391|501}} }} }} '''Benzophenone''' is a naturally occurring [[organic compound]] with the formula (C<sub>6</sub>H<sub>5</sub>)<sub>2</sub>CO, generally abbreviated [[phenyl|Ph]]<sub>2</sub>CO. Benzophenone has been found in some fungi, fruits and plants, including grapes.<ref>{{cite journal |last1=Surana |first1=Khemchand |last2=Chaudhary |first2=Bharatkumar |last3=Diwaker |first3=Monika |last4=Sharma |first4=Satyasheel |title=Benzophenone: a ubiquitous scaffold in medicinal chemistry |journal=MedChemComm |date=2018 |volume=9 |issue=11 |pages=1803β1817 |doi=10.1039/C8MD00300A |pmid=30542530 |language=en |issn=2040-2503|pmc=6238883 }}</ref> It is a white solid with a low melting point and rose-like odor<ref name="acs">{{cite web |title=Molecule of the Week Archive: Benzophenone |url=https://www.acs.org/molecule-of-the-week/archive/b/benzophenone.html?cid=home_motw |publisher=American Chemical Society |access-date=20 May 2024 |date=March 11, 2024}}</ref> that is soluble in organic solvents. Benzophenone is the simplest diaromatic [[ketone]]. It is a widely used [[Building block (chemistry)|building block]] in organic chemistry, being the parent diarylketone.{{cn|date=August 2024}}
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