Structure via PubChem · Public domain (PubChem)
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
Wikidata facts
- Mass
- 182.073
- Autonomy
- 560
Show 7 more facts
- Commons category
- Benzophenone
- chemical formula
- C₁₃H₁₀O
- canonical SMILES
- C1=CC=C(C=C1)C(=O)C2=CC=CC=C2
- boiling point
- 305.4
- melting point
- 47.88
- solubility
- 0.14
- ionization energy
- 9.05
via Wikidata · CC0
~6 min read
Article
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.