Dibenzylideneacetone

Base Information

• Chemical Name: Dibenzylideneacetone
• CAS No.: 35225-79-7
• Molecular Formula: C17H14O
• Molecular Weight: 234.298
• Hs Code.: 29143990
• European Community (EC) Number: 208-697-5,609-096-4
• NSC Number: 623642
• UNII: 9QXO7BCY9L
• DSSTox Substance ID: DTXSID0060224,DTXSID401274418
• Nikkaji Number: J416.301J,J650.161C,J95.525F,J329.030A
• Wikipedia: Dibenzylideneacetone
• Wikidata: Q417585
• Pharos Ligand ID: 5RPK4T8A4797
• ChEMBL ID: CHEMBL17201
• Mol file: 35225-79-7.mol

Synonyms:dibenzalacetone;dibenzylidene acetone

Chemical Property of Dibenzylideneacetone

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Vapor Pressure: 1.25E-06mmHg at 25°C
• Melting Point: 107-113 °C
• Refractive Index: 1.649
• Boiling Point: 400.7 °C at 760 mmHg
• Flash Point: 176.2 °C
• PSA: 17.07000
• Density: 1.1 g/cm³
• LogP: 3.98230
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: acetone: soluble(lit.)
• Water Solubility.: Soluble in chloroform, acetone, alcohol (slightly), and hot methanol. Insoluble in water.
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 234.104465066
• Heavy Atom Count: 18
• Complexity: 272

Purity/Quality:

99% ^*data from raw suppliers

trans,trans-1,5-Diphenyl-1,4-pentadien-3-one >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2
• Uses: trans,trans-Dibenzylideneacetone was used as an additive in the copper-catalyzed-arylation of imidazoles. It is a reactant involved in Nazarov-like cyclization, Transfer hydrogenation, Lewis acid mediated condensation, Hetero-Diels-Alder reactions, Asymmetric 1,4-addition reactions and Michael addition reactions.

Technology Process of Dibenzylideneacetone

There total 64 articles about Dibenzylideneacetone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

benzaldehyde (100-52-7) + acetone (67-64-1) → dibenzylideneacetone (35225-79-7)

Guidance literature:

With sodium hydroxide; In ethanol; for 0.0208333h; Irradiation;

Reference yield: 88.0%

benzaldehyde (100-52-7) + (E)-benzalacetone (1896-62-4) → dibenzylideneacetone (35225-79-7)

Guidance literature:

With sodium hydroxide; In methanol;

Reference yield: 88.0%

carbon monoxide (201230-82-2) + trans-2-Phenylethenylmercuric chloride (36525-03-8,60592-55-4,16187-31-8) → dibenzylideneacetone (35225-79-7)

Guidance literature:

With lithium chloride; di(rhodium)tetracarbonyl dichloride; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1021/jo01307a022

upstream raw materials:

benzaldehyde

isopropyl alcohol

α-chlorobenzyl methyl ether

acetone

Downstream raw materials:

1t,5-diphenyl-5-piperidino-pent-1-en-3-one

4-methyl-4-nitro-3,5-diphenyl-cyclohexanone

(+/-)-6,6,6-trinitro-1t,5-diphenyl-hex-1-en-3-one

1r,2t-di-trans-cinnamoyl-3c,4t-diphenyl-cyclobutane

Refernces

• 1、 Erdogan, Taner. "Synthesis, characterization, DFT and molecular docking studies for novel 1,5-diphenylpenta-1,4-dien-3-one O-benzyl oximes". . p. 2243 - 2255. Retrieved 2019.
• 2、 Pacheco, Bruna S.,Da Silva, Caroline C.,Da Rosa, Bruno N.,Mariotti, Kristiane C.,Nicolodi, Caroline,Poletti, Taís,Segatto, Natália V.,Collares, Tiago,Seixas, Fabiana K.,Paniz, Oscar,Carre?o, Neftali Lenin Vilarreal,Pereira, Claudio M. P.. "Monofunctional curcumin analogues: evaluation of green and safe developers of latent fingerprints". . p. 3119 - 3129. Retrieved 2021/02/26.
• 3、 Zhuang, Hongfeng,Lu, Nan,Ji, Na,Han, Feng,Miao, Chengxia. "Bu4NHSO4-Catalyzed Direct N-Allylation of Pyrazole and its Derivatives with Allylic Alcohols in Water: A Metal-Free, Recyclable and Sustainable System". supporting information. p. 5461 - 5472. Retrieved 2021/09/29.