Name | Dibenzylideneacetone |
Synonyms | AKOS 213-33 DISTYRYL KETONE distyryl ketone DIBENZAL ACETONE DIBENZYLIDENEACETONE Dibenzylideneacetone Dibenzylidene acetone 1,5-DIPHENYL-3-PENTADIENONE 1,5-Diphenyl-3-pentadienone trans,trans-Dibenzylideneacetone 1,5-Diphenyl-1,4-pentadien-3-one 1,5-diphenylpenta-1,4-dien-3-one 1,5-DIPHENYL-1,4-PENTADIEN-3-ONE 1,5-DIPHENYL-PENTA-1,4-DIEN-3-ONE (1E)-1,5-diphenylpenta-1,4-dien-3-one (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one (1Z,4Z)-1,5-diphenylpenta-1,4-dien-3-one |
CAS | 538-58-9 35225-79-7 |
EINECS | 208-697-5 |
InChI | InChI=1/C17H14O/c18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16/h1-14H/b13-11+,14-12u |
InChIKey | WMKGGPCROCCUDY-UHFFFAOYSA-N |
Molecular Formula | C17H14O |
Molar Mass | 234.29 |
Density | 1.0477 (rough estimate) |
Melting Point | 107-113°C |
Boling Point | 336.62°C (rough estimate) |
Flash Point | 176.2°C |
Vapor Presure | 1.25E-06mmHg at 25°C |
Appearance | Yellow crystalline powder |
Color | yellow |
Storage Condition | Sealed in dry,Room Temperature |
Stability | Stable. Incompatible with strong oxidizing agents. Combustible. |
Refractive Index | 1.5000 (estimate) |
MDL | MFCD00004790 |
Physical and Chemical Properties | Reverse-trans is crystalline solid, melting point 110-111 ℃; Cis-trans is light yellow needle Crystal, melting point 60 ℃; Cis-CIS is yellow oily liquid, boiling point 130 ℃(2.7). Soluble in ethanol, acetone, chloroform, insoluble in water. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
use | dibenzylideneacetone can be used as a ligand to prepare palladium catalyst, which is widely used in catalytic hydrogenation, coupling, carbonylation, alkyne ring trimerization, etc. For example, palladium catalyzes the Negishi reaction of halogenated hydrocarbons and organozinc, the Stille reaction of halogenated hydrocarbons and organotin, the Suzuki reaction of halogenated hydrocarbons and organoboron, the Heck reaction of halogenated hydrocarbons and olefins, etc., these reactions are used in the synthesis of natural products, Polymers, functional materials, liquid crystal materials, and bioactive compounds and drugs have a wide range of uses. Used for anti-sunlight products. |
production method | is obtained by the reaction of benzaldehyde and acetone. The reaction was carried out in ethanol aqueous solution at a reaction temperature of 20-25 ℃ and a 78% yield. |