5-(3-Buten-1-ynyl)-2,2'-bithiophene

Base Information

• Chemical Name: 5-(3-Buten-1-ynyl)-2,2'-bithiophene
• CAS No.: 1134-61-8
• Molecular Formula: C₁₂H₈S₂
• Molecular Weight: 216.328
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70150400
• Nikkaji Number: J149.956D
• Wikidata: Q27105545
• Metabolomics Workbench ID: 52880
• ChEMBL ID: CHEMBL2252901
• Mol file: 1134-61-8.mol

Synonyms:5-(3-buten-1-ynyl)-2,2'-bithiophene

Chemical Property of 5-(3-Buten-1-ynyl)-2,2'-bithiophene

Chemical Property:

• Boiling Point: 339.5°Cat760mmHg
• Flash Point: 118.1°C
• PSA: 56.48000
• Density: 1.24g/cm³
• LogP: 4.01410
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 216.00674260
• Heavy Atom Count: 14
• Complexity: 271

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC#CC1=CC=C(S1)C2=CC=CS2

Technology Process of 5-(3-Buten-1-ynyl)-2,2'-bithiophene

There total 8 articles about 5-(3-Buten-1-ynyl)-2,2'-bithiophene 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: 90.0%

5-(4-chloro-1-butynyl)-2,2'-bithiophene → 5-but-3-en-1-ynyl-[2,2']bithiophenyl (1134-61-8)

Guidance literature:

With potassium hydroxide; In ethanol;

Reference yield: 81.0%

→ 5-but-3-en-1-ynyl-[2,2']bithiophenyl (1134-61-8)

Guidance literature:

Reference yield:

5-iodothiophene-2-carbaldehyde (5370-19-4) → 5-but-3-en-1-ynyl-[2,2']bithiophenyl (1134-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / acetonitrile / 4 h / Irradiation

2: 1.) Zn, PPh₃; 3.) 1.3 M BuLi / 1.) CH₂Cl₂, 48 h; 2.) CH₂Cl₂, 2 h; 3.) THF, 1 h, -78 deg C, 1h, 25 deg C

3: 1.) benzyltriethylammonium chloride, CuI, 2.5 M NaOH; 2.) NH₄Cl / 1.) 3P)4> / 1.) 6 h; 2.) 1 h

With sodium hydroxide; copper(l) iodide; n-butyllithium; N-benzyl-N,N,N-triethylammonium chloride; ammonium chloride; triphenylphosphine; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile;

upstream raw materials:

5-ethynyl-(2,2')bithiophenyl

Vinyl bromide

5-iodo-2,2'-bithiophene

2,2'-Bithiophene

Refernces

• 1、 Patrick,Honegger. "-". . p. 3791. Retrieved 1974.
• 2、 -. "Medicinal thiophene compounds". . . Retrieved 2008/06/13.
• 3、 D'Auria, Maurizio,Mico, Antonella De,D'Onofrio, Franco,Piancatelli, Giovanni. "Photochemical Synthesis of Bithienyl Derivatives". . p. 1777 - 1780. Retrieved 2007/10/02.