ChemicalBook > CAS DataBase List > 2,6-Dimethyl-2,5-heptadien-4-one

2,6-Dimethyl-2,5-heptadien-4-one

CAS No.504-20-1
Chemical Name:2,6-Dimethyl-2,5-heptadien-4-one
CBNumber:CB9351608
Molecular Formula:C9H14O
Formula Weight:138.21
MOL File:504-20-1.mol

2,6-Dimethyl-2,5-heptadien-4-one Property

Melting point 23-26 °C(lit.)
Boiling point 198-199 °C(lit.)
Density 0.885 g/mL at 25 °C(lit.)
vapor density 4.8 (vs air)
vapor pressure 0.38 mm Hg ( 20 °C)
refractive index n20/D 1.497(lit.)
Flash point 175 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
color Light Yellow to Yellow
Merck 7333
InChI InChI=1S/C9H14O/c1-7(2)5-9(10)6-8(3)4/h5-6H,1-4H3
InChIKey MTZWHHIREPJPTG-UHFFFAOYSA-N
SMILES C/C(/C)=C\C(=O)/C=C(\C)/C
CAS DataBase Reference 504-20-1(CAS DataBase Reference)
FDA UNII 8F20OEI0MV
EPA Substance Registry System Phorone (504-20-1)

Safety

WGK Germany :3
RTECS :MI5500000
HS Code :2914199090

NFPA 704:

	2
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P305+P351+P338

2,6-Dimethyl-2,5-heptadien-4-one Chemical Properties,Usage,Production

Description 2,6-Dimethyl-2,5-heptadien-4-one (DMHD4O) is an industrially important diene molecule chemically known as phorone or diisopropylidene acetone, available in the form of yellow to green liquid and yellowish green prisms. It is a self-condensation product of acetone and can also be obtained from camphor. In particular, it is used as a solvent for nitrocellulose, synthetic resins, fibers, coating compositions, stains, lubricant additives, odor-resistant agent production, and intermediate for organic and pharmaceutical synthesis[1]. This compound possesses the property of increasing the reactivity of enzymes involved in glutathione metabolism.
Chemical Properties Yellow liquid or yellow green prismatic crystal
Uses Diisopropylidene Acetone is a reagent used in the preparation of biaryls by Suzuki-Miyaura cross coupling reaction.
Definition ChEBI: Phorone is a dialkenyl ketone.
General Description A yellowish liquid with a solvent-like odor. Density 7.3 lb / gal. Very low vapor pressure (0.38 mm Hg at 68°F). Flash point 185°F. Combustible but difficult to ignite. Used as a solvent for lacquers and coatings.
Air & Water Reactions Slightly soluble in water.
Reactivity Profile Ketones, such as 2,6-DIMETHYL-2,5-HEPTADIEN-4-ONE, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.
Health Hazard Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Safety Profile Moderately toxic by subcutaneous route. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ISOPHORON
Purification Methods Crystallise phorone repeatedly from EtOH. [Beilstein 1 IV 3564.]
References [1] V. Arjunan. “Electronic structure simulations of 2,6-dimethyl-2,5-heptadien-4-one by FTIR, FT-Raman, NMR, UV–vis, NBO and density functional theory.” Molecular Simulation 39 1 (2013): 185–198.