2-(tert-Butyldimethylsilyl)thiazole

Base Information

• Chemical Name: 2-(tert-Butyldimethylsilyl)thiazole
• CAS No.: 137382-38-8
• Molecular Formula: C9H17NSSi
• Molecular Weight: 199.39
• Hs Code.: 2934100090
• European Community (EC) Number: 807-986-9
• DSSTox Substance ID: DTXSID60440342
• Nikkaji Number: J541.103C
• Wikidata: Q72503028
• Mol file: 137382-38-8.mol

Synonyms:2-(tert-Butyldimethylsilyl)thiazole;137382-38-8;tert-butyl-dimethyl-(1,3-thiazol-2-yl)silane;Thiazole, 2-[(1,1-dimethylethyl)dimethylsilyl]-;2-(tert-butyldimethylsilyl)-1,3-thiazole;SCHEMBL2512042;2-tert-butyldimethylsilylthiazole;DTXSID60440342;DKQFKRXPJSBPOF-UHFFFAOYSA-N;2-(tert-butyldimethylsilyl) thiazole;MFCD10699169;AKOS006303199;AC-5087;AS-40331;B4654;FT-0658745;2-(tert-Butyldimethylsilyl)thiazole, AldrichCPR;A807250;J-506622;2-[Dimethyl(2-methyl-2-propanyl)silyl]-1,3-thiazole

Chemical Property of 2-(tert-Butyldimethylsilyl)thiazole

Chemical Property:

• Appearance/Colour: Pale yellow clear liquid
• Vapor Pressure: 0.178mmHg at 25°C
• Refractive Index: 1.482
• Boiling Point: 219.206 °C at 760 mmHg
• Flash Point: 86.373 °C
• PSA: 41.13000
• Density: 0.96 g/cm³
• LogP: 2.85860
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 199.08509725
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

2-(tert-Butyldimethylsilyl)thiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)C1=NC=CS1

Technology Process of 2-(tert-Butyldimethylsilyl)thiazole

There total 2 articles about 2-(tert-Butyldimethylsilyl)thiazole 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:

1,3-thiazole (288-47-1) + t-butyldimethylsiyl triflate (69739-34-0) → 2-(tert-butyldimethylsilyl)-1,3-thiazole (137382-38-8)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -75 deg C, 15 min, 2.) -75 deg C -> room temperature, overnight;

DOI:10.1021/jo00063a053

Reference yield:

1,3-thiazole (288-47-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-(tert-butyldimethylsilyl)-1,3-thiazole (137382-38-8)

Guidance literature:

With n-butyllithium;

DOI:10.1016/S0040-4039(02)02230-X

Reference yield: 98.0%

4-Cyanochlorobenzene (623-03-0) + 2-(tert-butyldimethylsilyl)-1,3-thiazole (137382-38-8) → {2-[tert-butyl(dimethyl)silyl]-1,3-thiazol-5-yl}(4-chlorophenyl)methanone (502627-77-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -60 - -20 ℃; for 1.5h;

DOI:10.1016/S0040-4020(03)00878-0

upstream raw materials:

1,3-thiazole

t-butyldimethylsiyl triflate

tert-butyldimethylsilyl chloride

Downstream raw materials:

{2-[tert-butyl(dimethyl)silyl]-1,3-thiazol-5-yl}(4-chlorophenyl)methanone

{2-[tert-butyl(dimethyl)silyl]-1,3-thiazol-5-yl}(3-methoxyphenyl)methanone

{2-[tert-butyl(dimethyl)silyl]-1,3-thiazol-5-yl}(phenyl)methanone

Refernces

• 1、 Dondoni, Alessandro,Douglas, Alan W.,Shinkai, Ichiro. "Spirodioxolane Intermediates in the Reaction of 2-(Trimethylsilyl)thiazole with Aldehydes. Support for the 2-Ylide Mechanism". . p. 3196 - 3200. Retrieved 2007/10/02.