2-(2-Thiophenylmethyl)thiophene

Base Information

• Chemical Name: 2-(2-Thiophenylmethyl)thiophene
• CAS No.: 4341-34-8
• Molecular Formula: C9H8S2
• Molecular Weight: 180.29
• Hs Code.: 2934999090
• Mol file: 4341-34-8.mol

Synonyms:Thiophene,2,2'-methylenedi- (6CI,7CI,8CI);2,2'-Dithienylmethane;2,2'-Methylenebis[thiophene];Bis(2-thienyl)methane;Di-2-Thienylmethane;NSC229880;

Chemical Property of 2-(2-Thiophenylmethyl)thiophene

Chemical Property:

• Vapor Pressure: 0.0185mmHg at 25°C
• Melting Point: 44.0 to 48.0 °C
• Refractive Index: 1.626
• Boiling Point: 261.7°C at 760mmHg
• Flash Point: 81.3°C
• PSA: 56.48000
• Density: 1.219g/cm³
• LogP: 3.40040
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Di(thiophen-2-yl)methane >90.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 2-(2-Thiophenylmethyl)thiophene, also known by various names such as 2,2'-Dithienylmethane or Bis(2-thienyl)methane, is a bis-heterocyclic compound featuring two thiophene rings linked by a methylene bridge. It serves as a precursor in the synthesis of C-triorganometallated derivatives, where lithiation at the 5,5' positions enables further functionalization with trialkyltin or trialkylsilyl groups. 2-(2-Thiophenylmethyl)thiophene is instrumental in forming air- and moisture-sensitive organometallic complexes, as demonstrated in studies involving spectroscopic and crystallographic characterization. Its reactivity and structural properties make it valuable for constructing more complex organometallic frameworks.

Technology Process of 2-(2-Thiophenylmethyl)thiophene

There total 15 articles about 2-(2-Thiophenylmethyl)thiophene 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: 76.0%

di-thiophen-2-yl-acetic acid; compound with acridine → 2,2'-dithienylmethane (4341-34-8) + 9-(di-thiophen-2-yl-methyl)-9,10-dihydro-acridine

Guidance literature:

at 15 ℃; for 0.5h; Photolysis;

DOI:10.1016/S0040-4020(00)00506-8

Reference yield: 72.0%

di-thiophen-2-yl-acetic acid; compound with phenanthridine → 2,2'-dithienylmethane (4341-34-8)

Guidance literature:

at -10 ℃; for 1h; Photolysis;

DOI:10.1016/S0040-4020(00)00506-8

Reference yield: 63.0%

di-thiophen-2-yl-acetic acid; compound with phenanthridine → 2,2'-dithienylmethane (4341-34-8) + 6-(di-thiophen-2-yl-methyl)-5,6-dihydro-phenanthridine

Guidance literature:

at 15 ℃; for 0.5h; Photolysis;

DOI:10.1016/S0040-4020(00)00506-8

upstream raw materials:

1,3,5-Trioxan

thiophene

2-Chloromethylthiophene

formaldehyd

Downstream raw materials:

5-(2-thienylmethyl)-thiophene-2-carbaldehyde

2,2-di(thiophen-2-yl)acetic acid

2-Benzyl-5-thenylthiophene

2,2'-(2-phenylethane-1,1-diyl)dithiophene

Refernces

The synthesis and characterisation of C-triorganometallated (metal = Sn, Si) bis-(thienyl)- and bis-(pyrazolyl)alkanes, including the crystal structure of [(Ph₃Sn)C₃N₂]₂CH₂

10.1016/S0277-5387(01)00799-9

The research focuses on the synthesis and characterization of C-triorganometallated (with metals being tin and silicon) bis-(thienyl)- and bis-(pyrazolyl)alkanes, which are complex organic compounds containing heterocycles. The study involves the lithiation of 2-(thien-2-ylmethyl)thiophene and 1-[(1H-pyrazol-1-yl)methyl]-1H-pyrazole derivatives using n-butyl lithium, followed by substitution with R3M (where R3 represents trialkyltin or trialkylsilyl groups) to form the desired organometallic compounds. The reactions primarily occur at the 5,5' positions of the bis-heterocyles, as confirmed by the X-ray crystal structure of one of the compounds. Spectroscopic techniques, including infrared spectroscopy, NMR (both proton and carbon-13), and M?ssbauer spectroscopy, were employed to analyze and confirm the structures of the synthesized compounds. The research also discusses the air and moisture sensitivity of the compounds and their ultimate degradation when exposed to atmospheric conditions.