1,3-diphenyl-2-propanone

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of 1,3-diphenyl-2-propanone
General
Surname 1,3-diphenyl-2-propanone
other names
  • 1,3-diphenylacetone
  • Dibenzyl ketone
  • 1,3-diphenylpropan-2-one
Molecular formula C 15 H 14 O
Brief description

white to light yellow solid

External identifiers / databases
CAS number 102-04-5
ECHA InfoCard 100.002.728
PubChem 7593
ChemSpider 21105887
Wikidata Q5272265
properties
Molar mass 210.27 g mol −1
Physical state

firmly

density

1.04 g cm −3

Melting point

32-34 ° C

boiling point

330 ° C

solubility
  • slightly soluble in water
  • soluble in ethanol and diethyl ether
  • soluble in organic solvents and oils
safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
Toxicological data

800 mg kg −1 ( LD 50mousesc )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,3-Diphenyl-2-propanone is a chemical compound belonging to the ketone group .

Extraction and presentation

1,3-Diphenylpropanone can be synthesized by heating α, α'-phenylbenzylethylene glycol or α, α'-phenylbenzylethylene oxide in the presence of dilute sulfuric acid or zinc (II) chloride and by dry distillation of phenyl acetate and magnesium chloride or other salts of phenylacetic acid .

properties

1,3-Diphenyl-2-propanone is a white to light yellow solid that is sparingly soluble in water. The compound has a sweet, faint, fruity odor reminiscent of bitter almond .

use

1,3-diphenyl-2-propanone is in the aldol - condensation reaction with benzil (a dicarbonyl) and a base to make tetraphenylcyclopentadienone used. The compound is defined as a precursor for the synthesis of structurally fluorescent polyphenylene - dendrimers as a light emitter for organic light emitting diodes used. It is also used in the synthesis of several other polycyclic aromatic hydrocarbons and conjugated polymers . 1,3-Diphenyl-2-propanone is also used as a flavoring agent.

Individual evidence

  1. a b c d e f George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2016, ISBN 978-1-4200-9086-4 , pp. 516 ( limited preview in Google Book search).
  2. a b c d e f g h i data sheet 1,3-diphenyl-2-propanone, 99% from Sigma-Aldrich , accessed on April 9, 2019 ( PDF ).
  3. a b c d data sheet 1,3-Diphenylacetone, 98 +% from AlfaAesar, accessed on April 9, 2019 ( PDF )(JavaScript required) .
  4. ^ William M. Haynes: CRC Handbook of Chemistry and Physics . CRC Press, 2014, ISBN 978-1-4822-0868-9 , pp. 232 ( limited preview in Google Book search).