(3E)-3,4-Diphenylbut-3-en-2-one

Base Information

• Chemical Name: (3E)-3,4-Diphenylbut-3-en-2-one
• CAS No.: 38661-88-0
• Molecular Formula: C₁₆H₁₄O
• Molecular Weight: 222.287
• DSSTox Substance ID: DTXSID40465098
• Nikkaji Number: J1.436.617B,J1.656.524E
• NSC Number: 167327
• Wikidata: Q82290790
• Mol file: 38661-88-0.mol

Synonyms:38661-88-0;NSC167327;(3E)-3,4-Diphenylbut-3-en-2-one;DTXSID40465098;e-3,4-diphenyl-3-buten-2-one;(E)-3,4-diphenyl-but-3-en-2-one;NSC-167327

Chemical Property of (3E)-3,4-Diphenylbut-3-en-2-one

Chemical Property:

• Vapor Pressure: 1.38E-05mmHg at 25°C
• Boiling Point: 367.3°Cat760mmHg
• Flash Point: 139.6°C
• Density: 1.078g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 222.104465066
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(=CC1=CC=CC=C1)C2=CC=CC=C2
• Isomeric SMILES: CC(=O)/C(=C/C1=CC=CC=C1)/C2=CC=CC=C2

Technology Process of (3E)-3,4-Diphenylbut-3-en-2-one

There total 15 articles about (3E)-3,4-Diphenylbut-3-en-2-one 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: 95.0%

(Z)-3-bromo-4-phenyl-3-buten-2-one (22965-96-4) + phenylboronic acid (98-80-6) → (E)-1,2-diphenylbut-1-en-3-one (38661-88-0,1722-69-6,54963-40-5)

Guidance literature:

With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); triethylamine; In tetrahydrofuran; water; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja102689e

Reference yield: 80.0%

diphenyliodonium chloride (1483-72-3) + Triphenyl-phenylethynyl-stannane (1247-08-1) + acetyl chloride (75-36-5) → (E)-1,2-diphenylbut-1-en-3-one (38661-88-0,1722-69-6,54963-40-5)

Guidance literature:

Triphenyl-phenylethynyl-stannane; With Schwartz's reagent; In tetrahydrofuran; at 20 ℃; for 0.5h;

acetyl chloride; With copper(l) iodide; at 20 ℃; for 8h;

diphenyliodonium chloride; With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1080/00397910008086964

Reference yield: 79.0%

3-diazo-4-phenyl-2-butanone (17203-28-0) + phenylboronic acid (98-80-6) → (E)-1,2-diphenylbut-1-en-3-one (38661-88-0,1722-69-6,54963-40-5)

Guidance literature:

With 1,10-Phenanthroline; oxygen; boric acid; palladium diacetate; In N,N-dimethyl-formamide; at 50 ℃; for 31h; under 760.051 Torr; stereoselective reaction;

DOI:10.1021/ol101796t

upstream raw materials:

α-phenylcinnamoyl chloride

4,5-diphenyl-3-oxo-4-pentenoic acid ethyl ester

benzaldehyde

1-phenyl-acetone

Downstream raw materials:

1t,2-diphenyl-5-piperidino-pent-1-en-3-one

(Z)-3,4-diphenyl-3-buten-2-one

(E)-3,4-diphenylbut-3-en-2-ol

E-2-acetyl-2,3-diphenyloxirane