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HomeProduct name list1,3-Diphenylacetone

1,3-Diphenylacetone

Synonym(s):1,3-Diphenylacetone;Dibenzyl ketone

  • CAS NO.:102-04-5
  • Empirical Formula: C15H14O
  • Molecular Weight: 210.27
  • MDL number: MFCD00004795
  • EINECS: 203-000-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-19 17:35:41
1,3-Diphenylacetone Structural

What is 1,3-Diphenylacetone?

Chemical properties

1,3-Diphenyl-2-propanone has a sweet, faint, fruity odor reminiscent of bitter almond

Physical properties

White crystals or colorless crystalline mass. M.P. 40°C. B.P. 331°C.
1,3-Diphenylacetone is almost insoluble in water, soluble in alcohol and oils, poorly in Propylent glycol. Sweet, but rathtr faint, fruity-almondy odor of considerable tenacity.

The Uses of 1,3-Diphenylacetone

1,3-Diphenylacetone is used in the aldol condensation reaction with benzil (a dicarbonyl) and base to create tetraphenylcyclopentadienone.

What are the applications of Application

1,3-Diphenylacetone is occasionally used as a trace ingredient in floral perfums compositions, Fougere types, New Mown Hay, etc. wh:re it can act as a modifier for Coumarin, making its odor softer.
Used in fruit flavor compositions, and in imitation Honey, Nut, etc. - mostly in tracss only.

Preparation

By heating α,?α’-phenyl benzyl ethylene glycol or α,?α’-phenyl benzyl ethylene oxide in the presence of diluted H2SO4 or ZnCl2; also by dry distillation of phenylacetate and magnesium chloride (C6H5CH2COOMgCl) or other salts of phenylacetic acid.

Definition

ChEBI: 1,3-Diphenyl-2-propanone is an aromatic compound.

Aroma threshold values

Aroma characteristics at 10% in ethanol. Sweet, powdery, and honey with floral rose nuances

Taste threshold values

Taste characteristics at 30 ppm: bitter with floral, rose and honey notes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 33, p. 869, 1968 DOI: 10.1021/jo01266a094

Purification Methods

Fractionally crystallise it from its melt, then crystallise it from pet ether. Store it in the dark. [Beilstein 7 IV 1420.]

Properties of 1,3-Diphenylacetone

Melting point: 32-34 °C(lit.)
Boiling point: 330 °C(lit.)
Density  1.04
refractive index  1.5725 (estimate)
FEMA  2397 | 1,3-DIPHENYL-2-PROPANONE
Flash point: >230 °F
storage temp.  Keep in dark place,Sealed in dry,Room Temperature
solubility  Chloroform (Slightly), Methanol (Slightly)
form  Liquid or Crystalline Mass
color  Clear yellow
Odor at 10.00 % in dipropylene glycol. bitter almond benzaldehyde plastic seedy
Water Solubility  Slightly soluble in water.
JECFA Number 832
BRN  974767
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference 102-04-5(CAS DataBase Reference)
NIST Chemistry Reference 2-Propanone, 1,3-diphenyl-(102-04-5)
EPA Substance Registry System 2-Propanone, 1,3-diphenyl- (102-04-5)

Safety information for 1,3-Diphenylacetone

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 1,3-Diphenylacetone

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