1,2-Dibenzoylethane

Base Information

• Chemical Name: 1,2-Dibenzoylethane
• CAS No.: 495-71-6
• Molecular Formula: C16H14O2
• Molecular Weight: 238.286
• Hs Code.: 2914399090
• NSC Number: 402168
• DSSTox Substance ID: DTXSID30197811
• Nikkaji Number: J47.086D
• Wikidata: Q63398457
• ChEMBL ID: CHEMBL4215633
• Mol file: 495-71-6.mol

Synonyms:1,2-Dibenzoylethane;495-71-6;1,4-diphenylbutane-1,4-dione;1,4-Diphenyl-1,4-butanedione;1,4-Butanedione, 1,4-diphenyl-;Diphenacyl;1,4-diphenyl-butane-1,4-dione;MFCD00037818;Succinophenone (Diphenacyl);Biphenacyl;2,2''-Biacetophenone;1,4-Diphenyl-1,4-butadione;NSC402168;NSC 402168;3-Benzoyl propiophenone;Ethane, 1,2-dibenzoyl-;Cambridge id 5102527;Oprea1_385312;CBDivE_002049;SCHEMBL719034;1,4-dipheny-1,4-butanedione;CHEMBL4215633;DTXSID30197811;HMS1577I15;STK328100;1,4-diphenylbutane-1,4-dione (en);AKOS004907792;CS-W012837;NSC-402168;AS-10094;D3179;FT-0606339;A827751;Q63398457

Chemical Property of 1,2-Dibenzoylethane

Chemical Property:

• Vapor Pressure: 7.67E-07mmHg at 25°C
• Melting Point: 144-145 °C
• Refractive Index: 1.574
• Boiling Point: 407.2 °C at 760 mmHg
• Flash Point: 152.5 °C
• PSA: 34.14000
• Density: 1.116 g/cm³
• LogP: 3.53240
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane (Slightly), DMSO (Slightly), Chloroform (Slightly), Methanol (Sl
• Water Solubility.: Soluble in acetone. Insoluble in water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 238.099379685
• Heavy Atom Count: 18
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dibenzoylethane ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CCC(=O)C2=CC=CC=C2
• Uses: It is effective in inhibiting the in vivo mammary DMBA-DNA adduct formation. This inhibitory effect on mammary DNA adduct formation was associated with increased liver activities of glutathione S-transferase, QR, and 7-ethoxyresorufin-O-deethylase. 1,2-Dibenzoylethane is effective in inhibiting the in vivo mammary DMBA-DNA adduct formation. This inhibitory effect on mammary DNA adduct formation was associated with increased liver activities of glutathione S-transferase, QR, and 7-ethoxyresorufin-O-deethylase.

Technology Process of 1,2-Dibenzoylethane

There total 431 articles about 1,2-Dibenzoylethane 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: 70.0%

O-ethyl S-[2-oxo-2-phenylethyl]carbonodithioate (56817-84-6) → bis-ethoxythiocarbonyldisulfane (502-55-6) + phenacylacetophenone (495-71-6)

Guidance literature:

In acetonitrile; for 15h; Irradiation; Inert atmosphere;

DOI:10.1021/jo201385b

Reference yield: 62.0%

1,1-Dichloroacetone (513-88-2) + 2,2-dichloroacetophenone (2648-61-5) → 1-chloroacetophenone (532-27-4,108321-66-0,164322-25-2) + phenacylacetophenone (495-71-6) + 1-phenylpentane-1,4-dione (583-05-1)

Guidance literature:

With indium(I) bromide; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1055/s-2004-825591

Reference yield: 61.0%

1-chloroacetophenone (532-27-4,108321-66-0,164322-25-2) + phenylboronic acid (98-80-6) → phenyl benzyl ketone (451-40-1) + 1,2,3-tribenzoylcyclopropane (5633-67-0,877469-07-3) + phenacylacetophenone (495-71-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; In tetrahydrofuran; at 65 ℃; for 2h; Inert atmosphere;

DOI:10.1002/adsc.201300444

upstream raw materials:

piperidine

2-diazo-acetophenone

morpholine

N-methylsuccinimide

Downstream raw materials:

1-(4-hydroxyphenyl)-2,5-diphenyl-1H-pyrrole

1-(3-methoxy-phenyl)-2,5-diphenyl-pyrrole

2-(2,5-diphenyl-pyrrol-1-yl)-benzoic acid

1,2,5-triphenyl-1H-pyrrole

Refernces

• 1、 Avery, Thomas D.. "New synthetic methodology utilising 1,2-dioxines and stabilised phosphorus ylides: A highly diastereoselective cyclopropanation reaction". . p. 333 - 334. Retrieved 1998.
• 2、 Hoffmann, Heiko,Tausch, Michael W.. "Intermolecular Photoredox Coupling: Alternative to Norrish Type II Reaction and Yang Cyclization in Ketones with γ-C?H Bonds". . p. 3665 - 3669. Retrieved 2021.
• 3、 López-López, Ernesto Emmanuel,López-Jiménez, Sergio J.,Barroso-Flores, Joaquín,Rodríguez-Cárdenas, Esdrey,Tapia-Tapia, Melina,López-Téllez, Gustavo,Miranda, Luis D.,Frontana-Uribe, Bernardo A.. "Electrochemical reactivity of S-phenacyl-O-ethyl-xanthates in hydroalcoholic (MeOH/H2O 4:1) and anhydrous acetonitrile media". . . Retrieved 2021/04/12.
• 4、 Dong, Ya,Li, Ruining,Zhou, Junliang,Sun, Zhankui. "Synthesis of Unsymmetrical 1,4-Dicarbonyl Compounds by Photocatalytic Oxidative Radical Additions". . p. 6387 - 6390. Retrieved 2021/08/23.