{2-[Dimethyl(thiophen-2-yl)silyl]phenyl}methanol

Base Information

• Chemical Name: {2-[Dimethyl(thiophen-2-yl)silyl]phenyl}methanol
• CAS No.: 853955-72-3
• Molecular Formula: C13H16OSSi
• Molecular Weight: 248.421
• Hs Code.: 2934999090
• European Community (EC) Number: 677-061-0
• DSSTox Substance ID: DTXSID40459871
• Nikkaji Number: J2.391.223F
• Wikidata: Q82283745
• Mol file: 853955-72-3.mol

Synonyms:853955-72-3;{2-[dimethyl(thiophen-2-yl)silyl]phenyl}methanol;2-[DIMETHYL(2-THIENYL)SILYL]BENZYL ALCOHOL;[2-[dimethyl(thiophen-2-yl)silyl]phenyl]methanol;[2-(Dimethyl-thiophen-2-yl-silanyl)-phenyl]-methanol;(2-(Dimethyl(thiophen-2-yl)silyl)phenyl)methanol;SCHEMBL2008364;DTXSID40459871;HVCAKKVDVSHFOK-UHFFFAOYSA-N;MFCD11870727;AKOS025392264;AS-2210;2-[Dimethyl(2-thienyl)silyl]benzylalcohol;CS-0357116;A914827;(2-(hydroxymethyl)phenyl)dimethyl(2-thienyl)silane

Chemical Property of {2-[Dimethyl(thiophen-2-yl)silyl]phenyl}methanol

Chemical Property:

• PSA: 48.47000
• LogP: 2.06300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 248.06911284
• Heavy Atom Count: 16
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

[2-(Dimethyl-thiophen-2-yl-silanyl)-phenyl]-methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C1=CC=CC=C1CO)C2=CC=CS2

Technology Process of {2-[Dimethyl(thiophen-2-yl)silyl]phenyl}methanol

There total 5 articles about {2-[Dimethyl(thiophen-2-yl)silyl]phenyl}methanol 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: 79.0%

2-bromothiophene (1003-09-4) + 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole (321903-29-1) → [2-(hydroxymethyl)phenyl]dimethyl(2-thienyl)silane (853955-72-3)

Guidance literature:

2-bromothiophene; With magnesium;

1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole; In tetrahydrofuran; at 0 - 20 ℃; for 22h;

With water; ammonium chloride; In tetrahydrofuran; diethyl ether;

Reference yield: 79.0%

thiophen-2-yl magnesium bromide (5713-61-1) + 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole (321903-29-1) → [2-(hydroxymethyl)phenyl]dimethyl(2-thienyl)silane (853955-72-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 22h;

DOI:10.1021/ja051281j

Reference yield:

dimethyl(2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenyl)silane (853955-58-5) → [2-(hydroxymethyl)phenyl]dimethyl(2-thienyl)silane (853955-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / p-toluenesulfonic acid*H₂O / methanol / 16 h / 20 °C

2: 79 percent / tetrahydrofuran / 22 h / 20 °C

With toluene-4-sulfonic acid; In tetrahydrofuran; methanol;

DOI:10.1021/ja051281j

upstream raw materials:

thiophen-2-yl magnesium bromide

1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole

dimethyl(2-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenyl)silane

2-(tetrahydropyranyloxy)methylbromobenzene

Downstream raw materials:

4-thiophen-2-ylbenzoic acid ethyl ester

C₂₂H₂₆O₂S₂Si

1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole

2-phenylthiophene

Refernces

• 1、 Nakao, Yoshiaki,Imanaka, Hidekazu,Sahoo, Akhila K.,Yada, Akira,Hiyama, Tamejiro. "Alkenyl- and aryl[2-(hydroxymethyl)phenyl]dimethylsilanes: An entry to tetraorganosilicon reagents for the silicon-based cross-coupling reaction". . p. 6952 - 6953. Retrieved 2007/10/03.