1,4-Bis[4-(acetylthio)phenylethynyl]benzene

Base Information

• Chemical Name: 1,4-Bis[4-(acetylthio)phenylethynyl]benzene
• CAS No.: 267007-83-0
• Molecular Formula: C26H18O2S2
• Molecular Weight: 426.55000
• DSSTox Substance ID: DTXSID10478958
• Nikkaji Number: J1.347.732I
• Wikidata: Q82312725
• Mol file: 267007-83-0.mol

Synonyms:267007-83-0;1,4-Bis[4-(acetylthio)phenylethynyl]benzene;S,S'-[1,4-PHENYLENEBIS(2,1-ETHYNEDIYL-4,1-PHENYLENE)]BIS(THIOACETATE);S-[4-[2-[4-[2-(4-acetylsulfanylphenyl)ethynyl]phenyl]ethynyl]phenyl] ethanethioate;Thioacetic acid s-[4-[4-(4-acetylsulfanylphenylethynyl)-phenylethynyl]-phenyl]ester;AGN-PC-0NHZ9F;SCHEMBL13446219;DTXSID10478958;Thioacetic acid S-[4-[4-(4-acetylsulfanylphenylethynyl)-phenylethynyl]-phenyl] ester;S,S inverted exclamation marka-[1,4-Phenylenebis(2,1-ethynediyl-4,1-phenylene)]bis(thioacetate);1,4-bis(((4-acetylthio)phenyl)ethynyl)benzene;S,S'-[1,4-Phenylenebis(2,1-ethynediyl-4,1-phenylene)]bis(thioacetate), 97% (HPLC)

Chemical Property of 1,4-Bis[4-(acetylthio)phenylethynyl]benzene

Chemical Property:

• Melting Point: 179-189℃
• Boiling Point: 602.2±50.0 °C(Predicted)
• PSA: 84.74000
• Density: 1.30±0.1 g/cm3(Predicted)
• LogP: 5.76340
• Storage Temp.: 2-8°C
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 426.07482216
• Heavy Atom Count: 30
• Complexity: 658

Purity/Quality:

98%,99%, ^*data from raw suppliers

S,S′-[1,4-Phenylenebis(2,1-ethynediyl-4,1-phenylene)]bis(thioacetate) 97% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)SC1=CC=C(C=C1)C#CC2=CC=C(C=C2)C#CC3=CC=C(C=C3)SC(=O)C
• Uses: Thioacetate Deprotection Procedure

Technology Process of 1,4-Bis[4-(acetylthio)phenylethynyl]benzene

There total 3 articles about 1,4-Bis[4-(acetylthio)phenylethynyl]benzene 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: 98.0%

1,4-bis(4-tert-butylthiophenylethynyl)benzene (874486-66-5) + acetyl chloride (75-36-5) → 1,4-bis(4-acetylthiophenylethynyl)benzene (267007-83-0)

Guidance literature:

With boron tribromide; In dichloromethane; toluene; for 3h;

DOI:10.1016/j.tet.2005.09.106

Reference yield: 94.0%

para-diiodobenzene (624-38-4,1032416-46-8) + acetylsulfanyl-4-(ethynyl)benzene (170159-24-7) → 1,4-bis(4-acetylthiophenylethynyl)benzene (267007-83-0)

Guidance literature:

With copper(l) iodide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; Heating;

DOI:10.1002/1521-3765(20011203)7:23<5118::AID-CHEM5118>3.0.CO;2-1

Reference yield: 31.0%

1-iodo-4-thioacetylbenzene (69746-43-6) + 1,4-diethynylbenzene (935-14-8) → 1,4-bis(4-acetylthiophenylethynyl)benzene (267007-83-0)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 50 ℃; for 6h; Microwave irradiation;

DOI:10.1002/anie.201609051

upstream raw materials:

para-diiodobenzene

acetylsulfanyl-4-(ethynyl)benzene

1,4-bis(4-tert-butylthiophenylethynyl)benzene

acetyl chloride