Benzophenone

This article is about the parent chemical. For the sunscreening-agent derivatives, see benzophenone-n.

Benzophenone
Names
Preferred IUPAC name
Diphenylmethanone[1]
Other names
Benzophenone[1]
Phenyl ketone
Diphenyl ketone
Benzoylbenzene
Benzoylphenyl
Identifiers
3D model (JSmol)
1238185
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.943 Edit this at Wikidata
EC Number
  • 204-337-6
4256
KEGG
RTECS number
  • DI9950000
UNII
UN number 1224
  • InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H checkY
    Key: RWCCWEUUXYIKHB-UHFFFAOYSA-N checkY
  • InChI=1/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
    Key: RWCCWEUUXYIKHB-UHFFFAOYAX
  • O=C(c1ccccc1)c2ccccc2
Properties
C13H10O
Molar mass 182.222 g·mol−1
Appearance White solid
Odor Geranium-like[2]
Density 1.11 g/cm3[2]
Melting point 48.5 °C (119.3 °F; 321.6 K)[2]
Boiling point 305.4 °C (581.7 °F; 578.5 K)[2]
Insoluble[2]
Solubility in organic solvents 1 g/7.5 mL in ethanol[2]
1 g/6 mL in diethyl ether.[2] Alkanes + tetrachloromethane: better with increasing tetrachloromethane content[3]
-109.6·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Harmful (XN)
GHS labelling:
GHS08: Health hazardGHS09: Environmental hazard
Warning
H373, H411
P260, P273, P314, P391, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
1
0
Flash point 110 °C (230 °F; 383 K)
Safety data sheet (SDS) External MSDS by Sigma-Aldritch
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[4] It is a white solid with a low melting point and rose-like odor[5] 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.[citation needed]

  1. ^ a b "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 723–724, 726. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ a b c d e f g Merck Index (11th ed.). p. 1108.
  3. ^ Azizian, Saeid; Haydarpour, Afshin (November 2003). "Solubility of Benzophenone in Binary Alkane + Carbon Tetrachloride Solvent Mixtures". Journal of Chemical & Engineering Data. 48 (6): 1476–1478. doi:10.1021/je0340497.
  4. ^ Surana, Khemchand; Chaudhary, Bharatkumar; Diwaker, Monika; Sharma, Satyasheel (2018). "Benzophenone: a ubiquitous scaffold in medicinal chemistry". MedChemComm. 9 (11): 1803–1817. doi:10.1039/C8MD00300A. ISSN 2040-2503. PMC 6238883.
  5. ^ "Molecule of the Week Archive: Benzophenone". American Chemical Society. 11 March 2024. Retrieved 20 May 2024.