2-Ethynyl-5-methylthiophene

Base Information

• Chemical Name: 2-Ethynyl-5-methylthiophene
• CAS No.: 81294-10-2
• Molecular Formula: C7H6S
• Molecular Weight: 122.191
• DSSTox Substance ID: DTXSID50451563
• Nikkaji Number: J929.214D
• Wikidata: Q82271639
• Mol file: 81294-10-2.mol

Synonyms:2-Ethynyl-5-methylthiophene;81294-10-2;Thiophene, 2-ethynyl-5-methyl-;SCHEMBL1747212;DTXSID50451563;ZDCWYRXEXHPFGS-UHFFFAOYSA-N;MFCD21274350;AKOS005215943;BS-52525;SY284950;CS-0239739;E84541;EN300-218327;A1-15188;F2147-2801

Chemical Property of 2-Ethynyl-5-methylthiophene

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 122.01902136
• Heavy Atom Count: 8
• Complexity: 120

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(S1)C#C

Technology Process of 2-Ethynyl-5-methylthiophene

There total 8 articles about 2-Ethynyl-5-methylthiophene 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%

trimethyl((5-methylthiophen-2-yl)ethynyl)silane (119514-26-0) → 2-ethynyl-5-methylthiophene (81294-10-2)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/ejoc.201500431

Reference yield: 88.0%

2-(2,2-dibromoethenyl)-5-methylthiophene (81294-08-8) → 2-ethynyl-5-methylthiophene (81294-10-2)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.200900893

Reference yield: 80.0%

2-iodo-5-methylthiophene (16494-36-3) + acetylenemagnesium bromide (4301-14-8) → 2-ethynyl-5-methylthiophene (81294-10-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc dibromide; In tetrahydrofuran; at 22 ℃; for 1h;

DOI:10.3987/COM-97-S79

upstream raw materials:

trimethyl((5-methylthiophen-2-yl)ethynyl)silane

2-(2,2-dibromoethenyl)-5-methylthiophene

2-iodo-5-methylthiophene

acetylenemagnesium bromide

Downstream raw materials:

dimethyl<(E)-<2-(5-methyl-2-thienyl)ethenyl>>phenylsilane

8-(5-methylthiophen-2-yl)-2,2-diphenyloct-7-ynenitrile

2-(3-(cyclohex-1-en-1-yl)-1-methoxyprop-2-yn-1-yl)-5-methylthiophene