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239852 Sigma-Aldrich

Benzophenone

ReagentPlus®, ≥99%

Synonym: Diphenyl ketone

  • CAS Number 119-61-9

  • Linear Formula (C6H5)2CO

  • Molecular Weight 182.22

  •  Beilstein Registry Number 1238185

  •  EC Number 204-337-6

  •  MDL number MFCD00003076

  •  PubChem Substance ID 24854394

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Properties

Related Categories Benzophenone, Materials Science, Organic Photoinitiators, Polymer Science, Polymerization Initiators,
grade   ReagentPlus®
vapor pressure   1 mmHg ( 108 °C)
assay   ≥99%
bp   305 °C(lit.)
mp   47-51 °C(lit.)
Gene Information   rat ... Ar(24208)

Description

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Benzophenone

ReagentPlus®, 99%

Benzophenone

≥99%, FCC, FG

Benzophenone

analytical standard

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
2
RTECS 
DI9950000
Flash Point(F) 
280.4 °F
Flash Point(C) 
138 °C

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Determination of Water Content in Benzophenone Using Karl Fischer Titration

Ketones have a tendency to form ketals. At the same time water is formed. Cyclohexanone and acetone react rapidly, long chain ketones react more slowly. Aromatically substituted ketones only react ve...
Keywords: Titrations

Peer-Reviewed Papers

References

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Rational design of indoleamine 2,3-dioxygenase inhibitors. Ute F Röhrig et al J. Med. Chem. 53, 1172-89, (2010)

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Ionic liquid-based ultrasound-assisted dispersive liquid-liquid microextraction followed high-performance liquid chromatography for the determination of ultraviolet filters in environmental water samples. Zhang Y and Lee HK Anal. Chim. Acta 750, 120-6, (2012)

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Poly(ether-ether-ketone) orthopedic bearing surface modified by self-initiated surface grafting of poly(2-methacryloyloxyethyl phosphorylcholine). Kyomoto M, Moro T, Yamane S, et al. Biomaterials 34(32), 7829-39, (2013)

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Impact of induced fit on ligand binding to the androgen receptor: a multidimensional QSAR study to predict endocrine-disrupting effects of environmental chemicals. Markus A Lill et al J. Med. Chem. 48, 5666-74, (2005)

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Photoclickable dendritic molecular glue: noncovalent-to-covalent photochemical transformation of protein hybrids. Uchida N, Okuro K, Niitani Y, et al. J. Am. Chem. Soc. 135(12), 4684-7, (2013)

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Effect of relative humidity on the migration of benzophenone from paperboard into the food simulant Tenax® and modelling hereof. Barnkob LL and Petersen JH Food Addit. Contam. Part A. Chem. Anal. Control. Expo. Risk Assess. 30(2), 395-402, (2013)

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Tailor-making a protein a-derived domain for efficient site-specific photocoupling to Fc of mouse IgG₁. Yu F, Järver P, and Nygren PÅ PLoS ONE 8(2), e56597, (2013)

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Copper-catalyzed intramolecular oxidative C-H functionalization and C-N formation of 2-aminobenzophenones: unusual pseudo-1,2-shift of the substituent on the aryl ring. Huang PC, Parthasarathy K, and Cheng CH Chemistry 19(2), 460-4, (2013)

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Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases. Randy M Wadkins et al J. Med. Chem. 48, 2906-15, (2005)

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Benzophenone-type UV filters in urine and blood from children, adults, and pregnant women in China: partitioning between blood and urine as well as maternal and fetal cord blood. Zhang T, Sun H, Qin X, et al. Sci. Total Environ. 461-462, 49-55, (2013)

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A smart nanofiber web that captures and releases cells. Kim YJ, Ebara M, and Aoyagi T Angew. Chem. Int. Ed. Engl. 51(42), 10537-41, (2012)

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An amperometric sensor for the determination of benzophenone in food packaging materials based on the electropolymerized molecularly imprinted poly-o-phenylenediamine film. Li H, Guan H, Dai H, et al. Talanta 99, 811-5, (2012)

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Occurrences, toxicities, and ecological risks of benzophenone-3, a common component of organic sunscreen products: a mini-review. Kim S and Choi K Environ. Int. 70, 143-57, (2014)

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Development of a benzophenone and alkyne functionalised trehalose probe to study trehalose dimycolate binding proteins. Khan AA, Kamena F, Timmer MS, et al. Org. Biomol. Chem. 11(6), 881-5, (2013)

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Synthesis and photopolymerization kinetics of benzophenone sesamol one-component photoinitiator. Yang J, Shi S, Xu F, et al. Photochem. Photobiol. Sci. 12(2), 323-9, (2013)

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Benzophenone photophores in biochemistry. Dormán G and Prestwich GD Biochemistry 33(19), 5661-73, (1994)

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Streamlining chemical probe discovery: libraries of "fully functionalized" small molecules for phenotypic screening. Oeljeklaus J, Kaschani F, and Kaiser M Angew. Chem. Int. Ed. Engl. 52(5), 1368-70, (2013)

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New insights into the biosynthesis of prenylated xanthones: Xptb from Aspergillus nidulans catalyses an O-prenylation of xanthones. Pockrandt D, Ludwig L, Fan A, et al. ChemBioChem. 13(18), 2764-71, (2012)

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Experimental and theoretical approaches for identification of p-benzophenoneoxycarbonylphenyl acrylate. Karaboga F, Soykan U, Dogruer M, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 113, 80-91, (2013)

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Benzophenone photoprobes for phosphoinositides, peptides and drugs. Prestwich GD, Dormán G, Elliott JT, et al. Photochem. Photobiol. 65(2), 222-34, (1997)

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PLA nanoparticles coated with a β-cyclodextrin polymer shell: preparation, characterization and release kinetics of a hydrophobic compound. El Fagui A and Amiel C Int. J. Pharm. 436(1-2), 644-51, (2012)

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Natural polyprenylated benzophenones inhibiting cysteine and serine proteases. Felipe T Martins et al Eur. J. Med. Chem. 44, 1230-9, (2009)

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4-hydroxy-2,5-dimethylphenyl-benzophenone: conformational stability, FT-IR and Raman investigation. Viana RB, Santos ED, Valencia LJ, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 102, 386-92, (2013)

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Photosensitizing properties of compounds related to benzophenone. Placzek M, Dendorfer M, Przybilla B, et al. Acta Derm. Venereol. 93(1), 30-2, (2013)

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A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta. Ashley A Reinke et al Bioorg. Med. Chem. Lett. 19, 4952-7, (2009)

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Metal-ion directed synthesis of N2O2 type chelate complexes of Ni(II), Cu(II) and Zn(II): spectral, thermal and single crystal studies. Yadav S, Ahmad M, and Siddiqi KS Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 98, 240-6, (2012)

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Molecular modeling studies of the structural, electronic, and UV absorption properties of benzophenone derivatives. Corrêa BA, Gonçalves AS, de Souza AM, et al. J. Phys. Chem. A 116(45), 10927-33, (2012)

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Photoreactive, core-shell cross-linked/hollow microspheres prepared by delayed addition of cross-linker in dispersion polymerization for antifouling and immobilization of protein. Wang S, Yue K, Liu L, et al. J. Colloid. Interface Sci. 389(1), 126-33, (2013)

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Development of an in vitro thin-film solid-phase microextraction method to determine the bioavailability of xenoestrogens in soil. Engler KN and Lemley AT Environ. Toxicol. Chem. 32(9), 1962-8, (2013)

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A novel photoaffinity-based probe for selective detection of cathepsin L active form. Torkar A, Bregant S, Devel L, et al. ChemBioChem. 13(17), 2616-21, (2012)

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Optimization of matrix solid-phase dispersion for the rapid determination of salicylate and benzophenone-type UV absorbing substances in marketed fish. Tsai DY, Chen CL, and Ding WH Food Chem. 154, 211-6, (2014)

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Synthesis, angiopreventive activity, and in vivo tumor inhibition of novel benzophenone-benzimidazole analogs. Ranganatha VL, Vijay Avin BR, Thirusangu P, et al. Life Sci. 93(23), 904-11, (2013)

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Development of benzophenone-alkyne bifunctional sigma receptor ligands. Guo LW, Hajipour AR, Karaoglu K, et al. ChemBioChem. 13(15), 2277-89, (2012)

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Triplet excited state behavior of naphthalene-based pseudopeptides in the presence of energy donors. Bonancía P, Vigara L, Galindo F, et al. J. Phys. Chem. B 116(33), 9957-62, (2012)

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Isolation, characterization and cytotoxic activity of benzophenone glucopyranosides from Mahkota Dewa (Phaleria macrocarpa (Scheff.) Boerl). Zhang SY, Zhang QH, Zhao W, et al. Bioorg. Med. Chem. Lett. 22(22), 6862-6, (2012)

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Cosmetics as a potential source of environmental contamination in the UK. Dhanirama D, Gronow J, and Voulvoulis N Environ. Technol. 33(13-15), 1597-608, (2012)

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Fine neurite patterns from photocrosslinking of cell-repellent benzophenone copolymer. Baek NS, Kim YH, Han YH, et al. J. Neurosci. Methods 210(2), 161-8, (2012)

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Oral chemoprevention of skin cancer in mice by benzophenone sunscreens dioxybenzone and octabenzone in drinking water. Rao GS, Tokuda H, Ichiishi E, et al. Anticancer Res. 33(6), 2535-40, (2013)

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Benzophenone derivatives of pyrimidines as effective non-nucleoside inhibitors of wild-type and drug-resistant HIV-1 reverse transcriptase. Prokofjeva MM, Valuev-Elliston VT, Ivanov AV, et al. Dokl. Biochem. Biophys. 447, 280-1, (2012)

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Merck 14,1098

Beil. 7,IV,1357 / Beil. 7,411

Aldrich MSDS 1, 163:A / Arctander, 280 / Corp MSDS 1 (1), 364:B / FT-IR 1 (2), 58:A / FT-IR 2 (2), 2451:B / FT-NMR 1 (2), 884:C / Fenaroli / IR-Spectra (2), 773:H / IR-Spectra (3), 884:E / NMR-Reference 2 (2), 61:D / RegBook 80 (2), 1667:E / RegBook 1 (2), 1667:E / Sax 6, 382 / Sigma FT-IR 1 (2), 308:B / Structure Index 1, 263:D:5 / Vapor Phase 3, 1265:B

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