Thiophene, 3-ethynyl-2,5-dimethyl- (9CI)

Base Information

• Chemical Name: Thiophene, 3-ethynyl-2,5-dimethyl- (9CI)
• CAS No.: 127798-29-2
• Molecular Formula: C₈H₈S
• Molecular Weight: 136.218
• Mol file: 127798-29-2.mol

Synonyms:2,5-Dimethyl-3-ethynylthiophene

Chemical Property of Thiophene, 3-ethynyl-2,5-dimethyl- (9CI)

Chemical Property:

• PSA: 28.24000
• LogP: 2.34620

Purity/Quality:

99% ^*data from raw suppliers

3-Ethynyl-2,5-dimethylthiophene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Thiophene, 3-ethynyl-2,5-dimethyl- (9CI)

There total 6 articles about Thiophene, 3-ethynyl-2,5-dimethyl- (9CI) 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: 87.0%

((2,5-dimethylthiophen-3-yl)ethynyl)trimethylsilane → 3-ethynyl-2,5-dimethylthiophene (127798-29-2)

Guidance literature:

With methanol; potassium carbonate; In tetrahydrofuran;

DOI:10.1021/ja5101855

Reference yield: 64.0%

2,5-dimethyl-3-(2',2'-dichloro-1'-fluorovinyl)thiophene (128009-41-6) → 3-ethynyl-2,5-dimethylthiophene (127798-29-2)

Guidance literature:

With ethyllithium; In diethyl ether; at -55 ℃; for 0.5h;

DOI:10.1016/S0022-1139(00)82929-2

Reference yield: 42.0%

3-bromo-2,5-dimethylthiophene (31819-37-1) + trimethylsilylacetylene (1066-54-2) → 3-ethynyl-2,5-dimethylthiophene (127798-29-2)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; triphenylphosphine; at 80 ℃; for 20h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jo502412v

upstream raw materials:

2,5-dimethyl-3-(2',2'-dichloro-1'-fluorovinyl)thiophene

3-bromo-2,5-dimethylthiophene

2,5-DIMETHYLTHIOPHENE

3-iodo-2,5-dimethylthiophene

Refernces

• 1、 -. "ROBUST PHOTOCHROMIC COMPOUNDS WITH SILICON- OR PHOSPHORUS-CONTAINING HETEROCYCLIC RING AND PRODUCTION THEREOF". . . Retrieved 2016/01/01.
• 2、 Raster, Peter,Weiss, Stefan,Hilt, Gerhard,Koenig, Burkhard. "Synthesis and photoisomerization of diarylcyclobutenes". . p. 905 - 908. Retrieved 2011/05/11.