(Z)-1,4-Bis(4-bromophenyl)-2-butene-1,4-dione

Base Information

• Chemical Name: (Z)-1,4-Bis(4-bromophenyl)-2-butene-1,4-dione
• CAS No.: 6332-09-8
• Molecular Formula: C16H10Br2O2
• Molecular Weight: 394.0574
• NSC Number: 37604
• DSSTox Substance ID: DTXSID50417962
• Nikkaji Number: J2.356.978G
• Wikidata: Q82228212
• Mol file: 6332-09-8.mol

Synonyms:NSC37604;6332-09-8;DTXSID50417962;NSC-37604;(Z)-1,4-Bis(4-bromophenyl)-2-butene-1,4-dione

Chemical Property of (Z)-1,4-Bis(4-bromophenyl)-2-butene-1,4-dione

Chemical Property:

• Vapor Pressure: 4.44E-09mmHg at 25°C
• Boiling Point: 472°Cat760mmHg
• Flash Point: 129.3°C
• Density: 1.646g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 393.90271
• 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)Br)Br
• Isomeric SMILES: C1=CC(=CC=C1C(=O)/C=C\C(=O)C2=CC=C(C=C2)Br)Br

Technology Process of (Z)-1,4-Bis(4-bromophenyl)-2-butene-1,4-dione

There total 17 articles about (Z)-1,4-Bis(4-bromophenyl)-2-butene-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: 73.0%

p-bromobenzoylmethylenetriphenylphosphorane (1777-57-7) → (E)-1,4-bis(4-bromophenyl)but-2-ene-1,4-dione (6332-09-8,34102-91-5,74322-80-8) + triphenylphosphine (603-35-0) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

With water; 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate; In tetrahydrofuran; -30 deg C, 30 min; -30 deg C to RT;

DOI:10.1016/0040-4039(94)88397-1

Reference yield: 70.0%

para-bromoacetophenone (99-90-1) → (E)-1,4-bis(4-bromophenyl)but-2-ene-1,4-dione (6332-09-8,34102-91-5,74322-80-8)

Guidance literature:

With iodine; copper(ll) bromide; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1021/acs.joc.0c02819

Reference yield: 69.0%

para-bromophenacyl bromide (99-73-0,132309-76-3) → (E)-1,4-bis(4-bromophenyl)but-2-ene-1,4-dione (6332-09-8,34102-91-5,74322-80-8)

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:

chloroform

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

benzene

2,5-bis(4-bromophenyl)furan

Downstream raw materials:

1,4-bis(4-bromophenyl)-1,4-butanedione

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

3,6-bis-(4-bromophenyl)-pyridazine

[6-(4-Bromo-benzoyl)-2-diethylamino-cyclohex-3-enyl]-(4-bromo-phenyl)-methanone