[(3-Bromo-5-methylthiophen-2-yl)ethynyl](trimethyl)silane

Base Information

Chemical Name:[(3-Bromo-5-methylthiophen-2-yl)ethynyl](trimethyl)silane
CAS No.:89556-13-8
Molecular Formula:C10H13BrSSi
Molecular Weight:273.269
Hs Code.:
DSSTox Substance ID:DTXSID40524270
Wikidata:Q82391006

Synonyms:89556-13-8;[(3-Bromo-5-methylthiophen-2-yl)ethynyl](trimethyl)silane;DTXSID40524270

Suppliers and Price of [(3-Bromo-5-methylthiophen-2-yl)ethynyl](trimethyl)silane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of [(3-Bromo-5-methylthiophen-2-yl)ethynyl](trimethyl)silane

Chemical Property:

Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:271.96906
Heavy Atom Count:13
Complexity:245

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CC(=C(S1)C#C[Si](C)(C)C)Br

Technology Process of [(3-Bromo-5-methylthiophen-2-yl)ethynyl](trimethyl)silane

There total 2 articles about [(3-Bromo-5-methylthiophen-2-yl)ethynyl](trimethyl)silane 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: 57.0%

: 78389-87-4
((trimethylsilyl)ethynyl)zinc(II) chloride

: 89556-08-1
3-bromo-2-iodo-5-methylthiophene

: 89556-13-8
3-bromo-5-methyl-2-<(trimethylsilyl)ethynyl>thiophene

Guidance literature:: palladium diacetate; triphenylphosphine; for 24h;
DOI:10.1021/jo00185a039

Reference yield:

: 29421-92-9
4-bromo-2-methylthiophene

: 89556-13-8
3-bromo-5-methyl-2-<(trimethylsilyl)ethynyl>thiophene

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / HIO₃/I₂/H₂SO₄ / acetic acid; H₂O; CCl₄ / 2 h / 40 °C

2: 57 percent / Pd(OAc)2, PPh₃ / 24 h

With sulfuric acid; iodine; iodic acid; palladium diacetate; triphenylphosphine; In tetrachloromethane; water; acetic acid;
DOI:10.1021/jo00185a039

Reference yield:

: 89556-13-8
3-bromo-5-methyl-2-<(trimethylsilyl)ethynyl>thiophene

: C₅₅H₇₄Au₂F₆P₂S₂

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere; Schlenk technique

1.2: 4 h / -78 - 20 °C / Inert atmosphere; Schlenk technique

2.1: sodium hydroxide / methanol; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere; Schlenk technique

3.1: sodium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Schlenk technique

With n-butyllithium; sodium hydroxide; In tetrahydrofuran; methanol; hexane;
DOI:10.1016/j.dyepig.2013.08.013