(E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione

Base Information

• Chemical Name: (E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione
• CAS No.: 5465-37-2
• Molecular Formula: C16H10 Cl2 O2
• Molecular Weight: 305.16
• European Community (EC) Number: 661-231-6
• NSC Number: 29003
• Nikkaji Number: J1.408.628E,J1.923.999C
• Mol file: 5465-37-2.mol

Synonyms:5465-37-2;(E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione;(E)-1,4-bis(4-chlorophenyl)-2-butene-1,4-dione;(2E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione;15331-50-7;NSC29003;1,4-Bis(4-chlorophenyl)-2-butene-1,4-dione;SCHEMBL6998661;NSC-29003;AKOS002528285;trans-1,2-bis-(p-chlorobenzoyl)-ethene;7N-711;TRANS-1,2-BIS(4-CHLOROBENZOYL)ETHYLENE;1,4-Bis(p-chlorophenyl)-trans-2-buten-1,4-dione;(2E)-1,4-Di(4-chlorophenyl)-2-butene-1,4-dione;(2E)-1,4-Bis(4-chlorophenyl)-2-butene-1,4-dione #

Chemical Property of (E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione

Chemical Property:

• Vapor Pressure: 4.55E-08mmHg at 25°C
• Boiling Point: 443.7°Cat760mmHg
• Flash Point: 187°C
• Density: 1.321g/cm³
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 304.0057849
• Heavy Atom Count: 20
• Complexity: 340

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C=CC(=O)C2=CC=C(C=C2)Cl)Cl
• Isomeric SMILES: C1=CC(=CC=C1C(=O)/C=C/C(=O)C2=CC=C(C=C2)Cl)Cl

Technology Process of (E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione

There total 18 articles about (E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione 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: 92.0%

1,4-bis(4-chlorophenyl)butane-1,4-dione (24314-35-0) → (E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione (5465-37-2,15331-50-7,27297-60-5)

Guidance literature:

With copper(l) iodide; di-tert-butyl peroxide; 4,4'-di-tert-butyl-2,2'-bipyridine; In chlorobenzene; at 90 ℃; for 8h; Inert atmosphere;

DOI:10.1002/anie.201600807

Reference yield: 90.0%

para-chloroacetophenone (99-91-2) → (E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione (5465-37-2,15331-50-7,27297-60-5)

Guidance literature:

With dipotassium peroxodisulfate; 1,1'-sulfinylbisbenzene; tetra-(n-butyl)ammonium iodide; at 100 ℃; for 0.166667h; Microwave irradiation; Sealed tube;

DOI:10.1002/ejoc.201901415

Reference yield: 67.0%

4-chlorobenzoylmethyl bromide (536-38-9) → (E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione (5465-37-2,15331-50-7,27297-60-5)

Guidance literature:

With potassium carbonate; sodium 4-methylbenzenesulfinate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1002/ejoc.201403236

upstream raw materials:

1,4-bis-(4-chloro-phenyl)-2-methoxy-butane-1,4-dione

fumaryl dichloride

chlorobenzene

1-(4-chlorophenyl)-2-diazoethanone

Downstream raw materials:

2,5-bis(4-chlorophenyl)-1H-pyrrole

1,3-bis-(4-chloro-phenyl)-isobenzofuran

2,3-dibromo-1,4-bis-(4-chloro-phenyl)-butane-1,4-dione

2-((2S,4S)-2-tert-Butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-1,4-bis-(4-chloro-phenyl)-butane-1,4-dione