CAS 35225-79-7 trans,trans-Dibenzylideneacetone, 99%

Synonyms

RTC-070646; RP13462; cid_640180; AK-77431; AJ-26416; Dibenzalacetone; AKOS 213-33; CHM0032447; trans,trans-1,5-Diphenylpenta-1,4-dien-3-one; CHEMBL17201;

IUPAC Name

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

Molecular Weight

234.298g/mol

Molecular Formula

C17H14O;

Canonical SMILES

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

InChI

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+;

InChI Key

WMKGGPCROCCUDY-PHEQNACWSA-N;

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

Monoisotopic Mass

234.104g/mol

NSC Number

623642

Rotatable Bond Count

Topological Polar Surface Area

17.1A^2

UNII

9QXO7BCY9L

Application

trans,trans-Dibenzylideneacetone, 99%, is primarily utilized for its versatility as a reactant and additive in numerous chemical reactions. This yellow crystalline powder, with a melting point of 110-111°C, plays a crucial role in various organic synthesis processes. It is employed as an additive in the copper-catalyzed N-arylation of imidazoles, and it participates actively in several reactions such as Nazarov-like cyclization, transfer hydrogenation, Lewis acid mediated condensation, Hetero-Diels-Alder reactions, asymmetric 1,4-addition reactions, and Michael addition reactions. Its solubility in solvents like ethanol, acetone, and chloroform, combined with its insolubility in water, further enhances its applicability in different chemical settings.

February 18, 2025

Essential Reactant for Advanced Synthesis

Trans,trans-Dibenzylideneacetone, 99% from Alfa Chemistry was crucial for our asymmetric 1,4-addition reactions. Its high purity and solubility in ethanol enhanced our reaction efficiency significantly. A must-have for precise synthetic research.