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benzophenone
Sign in to saveAlso known as alpha -oxodiphenylmethane, benzoylbenzene, diphenyl ketone, diphenylmethanone, phenyl ketone, benzopheneone, diphenylketone, di(phenyl)methanone
Benzophenone is a naturally occurring organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. Benzophenone has been found in some fungi, fruits and plants, including grapes. It is a white solid with a low melting point and rose-like odor that is soluble in organic solvents. Benzophenone is the simplest diaromatic ketone. It is a widely used building block in organic chemistry, being the parent diarylketone.
Chemical data
- Formula
- C13H10O
- Molecular weight
- 182.22 g/mol
- IUPAC name
- diphenylmethanone
- SMILES
- C1=CC=C(C=C1)C(=O)C2=CC=CC=C2
- InChIKey
- RWCCWEUUXYIKHB-UHFFFAOYSA-N
- XLogP
- 3.4
- Polar surface area
- 17.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
13,704 papers- Safety of benzophenone-type UV filters: A mini review focusing on carcinogenicity, reproductive and developmental toxicity.Chemosphere · 2023
- Benzophenone photophores in biochemistry.Biochemistry · 1994
- Benzophenone photoprobes for phosphoinositides, peptides and drugs.Photochemistry and photobiology · 1997
- Is the commonly used UV filter benzophenone-3 a risk factor for the nervous system?Acta biochimica Polonica · 2021
- Stability and Removal of Benzophenone-Type UV Filters from Water Matrices by Advanced Oxidation Processes.Molecules (Basel, Switzerland) · 2022
via PubMed
~6 min read
Encyclopedic overview
8 sectionsContents
- History
- Uses
- Synthesis
- Organic chemistry
- Radical anion<span class="anchor" id="Benzophenone radical anion"></span>
- Commercially significant benzophenones
- Safety
- References
Benzophenone is a naturally occurring organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. Benzophenone has been found in some fungi, fruits and plants, including grapes. It is a white solid with a low melting point and rose-like odor that is soluble in organic solvents. Benzophenone is the simplest diaromatic ketone. It is a widely used building block in organic chemistry, being the parent diarylketone.
==History== Carl Graebe of the University of Königsberg, in an early literature report from 1874, described working with benzophenone. ==Uses== Benzophenone can be used as a photo initiator in ultraviolet (UV)-curing applications such as inks, imaging, and clear coatings in the printing industry. Benzophenone prevents UV light from damaging scents and colors in products such as perfumes and soaps.
Excerpted from Wikipedia’s “benzophenone” article, available under the CC BY-SA 4.0 licence.