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Benzophenone information


Benzophenone
Names
Preferred IUPAC name
Diphenylmethanone[1]
Other names
Benzophenone[1]
Phenyl ketone
Diphenyl ketone
Benzoylbenzene
Benzoylphenyl
Identifiers
CAS Number
  • 119-61-9 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
1238185
ChEBI
  • CHEBI:41308 checkY
ChEMBL
  • ChEMBL90039 checkY
ChemSpider
  • 2991 checkY
DrugBank
  • DB01878 checkY
ECHA InfoCard 100.003.943 Edit this at Wikidata
EC Number
  • 204-337-6
Gmelin Reference
4256
KEGG
  • C06354 checkY
PubChem CID
  • 3102
RTECS number
  • DI9950000
UNII
  • 701M4TTV9O checkY
UN number 1224
CompTox Dashboard (EPA)
  • DTXSID0021961 Edit this at Wikidata
InChI
  • 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
SMILES
  • O=C(c1ccccc1)c2ccccc2
Properties
Chemical formula
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]
Solubility in water
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]
Magnetic susceptibility (χ)
-109.6·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Harmful (XN)
GHS labelling:
Pictograms
GHS08: Health hazardGHS09: Environmental hazard
Signal word
Warning
Hazard statements
H373, H411
Precautionary statements
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).
checkY verify (what is checkY☒N ?)
Infobox references

Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a white solid that is soluble in organic solvents. Benzophenone is a widely used building block in organic chemistry, being the parent diarylketone.

  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.

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Benzophenone

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Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a white solid that is soluble in organic solvents....

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Benzophenone imine

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Benzophenone imine is an organic compound with the formula of (C6H5)2C=NH. A pale yellow liquid, benzophenone imine is used as a reagent in organic synthesis...

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Octocrylene

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formed by the Knoevenagel condensation of 2-ethylhexyl cyanoacetate with benzophenone. It is a viscous, oily liquid that is clear and colorless. The extended...

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Sulisobenzone

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Sulisobenzone (benzophenone-4) is an ingredient in some sunscreens which protects the skin from damage by UVB and UVA ultraviolet light. Its sodium salt...

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Oxybenzone

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Oxybenzone or benzophenone-3 or BP-3 (trade names Milestab 9, Eusolex 4360, Escalol 567, KAHSCREEN BZ-3) is an organic compound belonging to the class...

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Ketyl

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reduction of carbonyls with alkali metals. Sodium and potassium metal reduce benzophenone in THF solution to the soluble ketyl radical. Ketyls are also invoked...

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Dioxybenzone

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Dioxybenzone (benzophenone-8) is an organic compound used in sunscreen to block UVB and short-wave UVA (ultraviolet) rays. It is a derivative of benzophenone. It...

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UV filter

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filters. They fall into several structural classes: Benzophenones Benzophenone-3 (BP3) Benzophenone-4 (BP4) Salicylates Homosalate (HMS) 2-ethylhexyl salicylate...

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Rilmazafone

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"[Pharmacological studies of a new sleep-inducer, 1H-1,2,4-triazolyl benzophenone derivatives (450191-S) (I). Behavioral analysis]". Nihon Yakurigaku Zasshi...

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Desiccant

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superior as desiccants relative to chemical drying reagents such as sodium-benzophenone. Sieves offer the advantages of being safe in air and recyclable. Desiccator...

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Benzone

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(a drug for which Benzone is a trade name) Benzophenone-n, a class of compounds derived from benzophenone, including Oxybenzone Dioxybenzone and mostly...

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Benzophenone synthase

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In enzymology, a benzophenone synthase (EC 2.3.1.151) is an enzyme that catalyzes the chemical reaction 3 malonyl-CoA + 3-hydroxybenzoyl-CoA ⇌ {\displaystyle...

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Octabenzone

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IUPAC name [2-Hydroxy-4-(octyloxy)phenyl](phenyl)methanone Other names Benzophenone-12, Spectra-Sorb UV 531, MPI Milestab 81 Identifiers CAS Number 1843-05-6 Y...

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Sunscreen

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sunscreen products with known possible human carcinogens such as benzene and benzophenone. Independent laboratory testing carried out by Valisure found benzene...

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Ketone

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generally used for the most important ketones, for example acetone and benzophenone. These nonsystematic names are considered retained IUPAC names, although...

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Dexketoprofen

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value. Dexketoprofen consists of a propionic acid moiety connected to a benzophenone molecule by its second carbon. Short-term treatment of mild to moderate...

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Steam distillation

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preparation of benzophenone, steam is employed to first recover unreacted carbon tetrachloride and subsequently to hydrolyze the intermediate benzophenone dichloride...

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Lipophilicity

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and Wennberg, A. M. (2006). "Percutaneous absorption of the sunscreen benzophenone-3 after repeated whole-body applications, with and without ultraviolet...

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Diphenyldichloromethane

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Alternatively, benzophenone is treated with phosphorus pentachloride: (C6H5)2CO + PCl5 → (C6H5)2CCl2 + POCl3 It undergoes hydrolysis to benzophenone. (C6H5)2CCl2...

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McMurry reaction

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were prepared similarly, e.g. from dihydrocivetone, adamantanone and benzophenone (the latter yielding tetraphenylethylene). A McMurry reaction using titanium...

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Benzoyl group

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benzoyl group. They have the formula C6H5CO–R, an important example being benzophenone. Benzoyl esters and amides are common in organic chemistry. The esters...

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List of desiccants

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sensitive to moisture. List of desiccants: Activated alumina Aerogel Benzophenone (as anion) Bentonite clay Calcium chloride Calcium oxide Calcium sulfate...

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Personal care products

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"Toxicopathological Effects of the Sunscreen UV Filter, Oxybenzone (Benzophenone-3), on Coral Planulae and Cultured Primary Cells and Its Environmental...

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Carbene dye

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A carbene dye is a reactive dye based on carbene chemistry. A benzophenone is functionalised with a chromophore or group that can be easily converted to...

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Solvent

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iron(II) sulfate, filtering through alumina, or distilling from sodium/benzophenone. Alumina degrades the peroxides but some could remain intact in it, therefore...

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