CAS 538-58-9 1,5-Diphenylpenta-1,4-dien-3-one

Synonyms

Dibenzylideneacetone; 1,5-Diphenyl-3-pentadienone

IUPAC Name

(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one

Molecular Weight

234.29

Molecular Formula

C17H14O

Canonical SMILES

C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2;

InChI

WMKGGPCROCCUDY-PHEQNACWSA-N

InChI Key

InChI=1S/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+,14-12+

Boiling Point

400.7 °C at 760 mmHg

Melting Point

107-113 °C

Purity

98%

Appearance

Solid

Storage

0-6°C

Complexity

272

Covalently-Bonded Unit Count

Defined Bond Stereocenter Count

EC Number

208-697-5

Exact Mass

234.104g/mol

H-Bond Acceptor

Heavy Atom Count

Isomeric SMILES

C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2

Monoisotopic Mass

234.104g/mol

NSC Number

623642

Rotatable Bond Count

Topological Polar Surface Area

17.1A^2

UNII

9QXO7BCY9L

Application

1,5-Diphenylpenta-1,4-dien-3-one is a versatile compound that serves as a key ligand in the preparation of palladium catalysts, which play a crucial role in various chemical reactions. These catalysts are integral to processes such as catalytic hydrogenation, coupling, carbonylation, and alkyne ring trimerization. The compound is characterized by its crystalline form, with different isomers having specific melting and boiling points, and it is soluble in various organic solvents including ethanol, acetone, and chloroform, though it remains insoluble in water.

April 18, 2025

Excellent Reagent for Catalysis Research

I used 1,5-Diphenylpenta-1,4-dien-3-one from Alfa Chemistry in my research on palladium-catalyzed reactions. This compound reliably assisted in catalytic hydrogenation, proving essential for our lab's ongoing studies. Highly recommend it for similar applications.