Bis(4-bromophenyl)acetylene

Base Information

• Chemical Name: Bis(4-bromophenyl)acetylene
• CAS No.: 2789-89-1
• Molecular Formula: C14H8Br2
• Molecular Weight: 336.026
• Hs Code.: 29029090
• DSSTox Substance ID: DTXSID80392718
• Nikkaji Number: J843.635E
• Wikidata: Q72444470
• Mol file: 2789-89-1.mol

Synonyms:Bis(4-bromophenyl)acetylene;2789-89-1;1,2-Bis(4-bromophenyl)ethyne;1-bromo-4-[2-(4-bromophenyl)ethynyl]benzene;Bis-(4-bromophenyl acetylene);MFCD00185147;1,1'-Ethyne-1,2-diylbis(4-bromobenzene);Benzene, 1,1'-(1,2-ethynediyl)bis[4-bromo-;1,2-bis(4-bromophenyl)acetylene;4,4'-Dibromotolan;4,4'-dibromotolane;bis-(p-Bromophenyl)acetylene;SCHEMBL1246271;DTXSID80392718;FJQGIJIHOXZMMJ-UHFFFAOYSA-N;STR09257;BBL103706;GEO-00332;STL557516;AKOS005257663;CS-W004891;1 pound not2-bis(4-bromophenyl)acetylene;SY045856;B3996;FT-0719623;A876844;1-BROMO-4-[(4-BROMOPHENYL)ETHYNYL]BENZENE

Chemical Property of Bis(4-bromophenyl)acetylene

Chemical Property:

• Vapor Pressure: 9.62E-06mmHg at 25°C
• Melting Point: 182 °C
• Refractive Index: 1.697
• Boiling Point: 383.6 °C at 760 mmHg
• Flash Point: 217.2 °C
• PSA: 0.00000
• Density: 1.74 g/cm³
• LogP: 4.61140
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform, Ethyl Acetate (Sparingly)
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 335.89723
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

97% ^*data from raw suppliers

Bis(4-bromophenyl)acetylene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#CC2=CC=C(C=C2)Br)Br
• Uses: Bis(4-bromophenyl)acetylene is used as a reactant in the synthesis of ethynylarene analogs containing 2-(1,2,3-triazol-4-yl)pyridine as selective ''turn-on'' fluorescent chemosensors for Ni(II).

Technology Process of Bis(4-bromophenyl)acetylene

There total 49 articles about Bis(4-bromophenyl)acetylene 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%

4-bromo-1-ethynylbenzene (766-96-1) + 1,4-bromoiodobenzene (589-87-7) → 1,2-bis(4-bromophenyl)acetylene (2789-89-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; Inert atmosphere;

DOI:10.1002/chem.202004140

Reference yield: 100.0%

4-bromobenzenecarbonitrile (623-00-7) → 1,2-bis(4-bromophenyl)acetylene (2789-89-1)

Guidance literature:

With hex-3-yne; NW(OC(CF₃)2Me)3(DME); In toluene; at 95 ℃; for 15h; Inert atmosphere;

DOI:10.1021/ja800020w

Reference yield: 97.0%

1,4-bromoiodobenzene (589-87-7) + calcium carbide (75-20-7) → 1,2-bis(4-bromophenyl)acetylene (2789-89-1)

Guidance literature:

With copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine; In acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2011.08.042

upstream raw materials:

meso-4,α,4',α'-tetrabromo-bibenzyl

1,1'-(1,2-ethanediyl)bisbenzene

1-bromo-4-(dibromomethyl)benzene

α,α',4,4'-tetrabromostilbene

Downstream raw materials:

4,4'-dibromo-1,2-diphenylethanone

4,4'-Bis-(diphenyl-hydroxymethyl)-tolan

4,4''-dibromo-3',4',5',6'-tetrakis(4-bromophenyl)-1,1':2',1''-terphenyl

p,p'-Bis-(α-hydroxy-β-phenyl-ethyl)-tolan