2-Vinylthiophene

Base Information

• Chemical Name: 2-Vinylthiophene
• CAS No.: 1918-82-7
• Molecular Formula: C6H6S
• Molecular Weight: 110.18
• Hs Code.: 2934999090
• European Community (EC) Number: 851-174-7
• DSSTox Substance ID: DTXSID50334100
• Nikkaji Number: J403.675A
• Wikidata: Q72471236
• Metabolomics Workbench ID: 44014
• Mol file: 1918-82-7.mol

Synonyms:2-Vinylthiophene;1918-82-7;2-ethenylthiophene;Thiophene, 2-ethenyl-;Thiophene, ethenyl-;MFCD00085296;2-vinyl-thiophene;vinyl thiophene;2-Vinylthiophene #;2-Ethenylthiophene, 9CI;SCHEMBL36752;SCHEMBL12304091;DTXSID50334100;BAA91882;LT0128;AKOS005064376;AM84662;CS-W021748;DS-16733;SY024253;EN300-152599;A880349;F1967-3023

Chemical Property of 2-Vinylthiophene

Chemical Property:

• Boiling Point: 151.7 °C at 760 mmHg
• Flash Point: 29.2 °C
• PSA: 28.24000
• Density: 1.05 g/cm³
• LogP: 2.39110
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• Solubility.: DMSO (Soluble), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 110.01902136
• Heavy Atom Count: 7
• Complexity: 68.6

Purity/Quality:

99% ^*data from raw suppliers

2-Vinylthiophene(StabilizedwithBHT) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CC1=CC=CS1

Technology Process of 2-Vinylthiophene

There total 28 articles about 2-Vinylthiophene 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: 84.0%

methylphenylsulfonate (3112-85-4) + 2-thiophenemethanol (636-72-6) → 2-vinylthiophene (1918-82-7,25988-40-3)

Guidance literature:

With sodium hydride; In mineral oil; at 135 ℃; for 9.5h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5cc01965f

Reference yield: 82.0%

2-(thiophen-2-yl)ethyl methanesulfonate (61380-07-2) → 2-vinylthiophene (1918-82-7,25988-40-3)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In water; at 40 ℃; for 5h;

DOI:10.1021/op800001d

Reference yield: 80.0%

1-(thien-2-yl)ethanol (115510-91-3) → 2-vinylthiophene (1918-82-7,25988-40-3)

Guidance literature:

With aluminum oxide; at 250 ℃;

DOI:10.1016/S0040-4020(01)96638-4

upstream raw materials:

2-thiophenethanol

chloroethylene

thiophen-2-yl magnesium bromide

thiophene

Downstream raw materials:

1-(2-thienyl)-2-nitroethene

3-(2-thienyl)-2-propenoic acid

(E)-2-[2-(4-nitrophenyl)ethenyl]thiophene

2-(diphenylphosphoryl)-1-(thiophen-2-yl)ethan-1-one

Refernces

• 1、 Nazzaro,Bullock. "-". . p. 2121. Retrieved 1946.
• 2、 Frank et al.. "-". . p. 420. Retrieved 1948.
• 3、 Chishiro, Akane,Imoto, Hiroaki,Inaba, Ryoto,Konishi, Masafumi,Naka, Kensuke,Yumura, Takashi. "Tertiary arsine ligands for the Stille coupling reaction". . p. 95 - 103. Retrieved 2021/12/27.
• 4、 Plamondon, Samuel J.,Warnica, Josephine M.,Kaldre, Dainis,Gleason, James L.. "Hydrazide-Catalyzed Polyene Cyclization: Asymmetric Organocatalytic Synthesis of cis-Decalins". supporting information. p. 253 - 258. Retrieved 2019/11/28.