5-Trimethylsilylthiazole

Base Information

• Chemical Name: 5-Trimethylsilylthiazole
• CAS No.: 79265-36-4
• Molecular Formula: C6H11 N S Si
• Molecular Weight: 157.312
• Hs Code.: 2934100090
• European Community (EC) Number: 678-640-0
• DSSTox Substance ID: DTXSID20375388
• Nikkaji Number: J3.440.569G
• Wikidata: Q82163915
• Mol file: 79265-36-4.mol

Synonyms:5-Trimethylsilylthiazole;79265-36-4;5-(Trimethylsilyl)thiazole;5-TRIMETHYLSILANYLTHIAZOLE;trimethyl(1,3-thiazol-5-yl)silane;5-(trimethylsilyl)-1,3-thiazole;SCHEMBL3051893;DTXSID20375388;BFCGWRVEKWHDGG-UHFFFAOYSA-N;MFCD00191506;AKOS006229190;AS-38545;CS-0158140;FT-0685511;T1523;A914280;J-517956

Chemical Property of 5-Trimethylsilylthiazole

Chemical Property:

• Refractive Index: 1.4960 to 1.4990
• Boiling Point: 65 °C / 13mmHg
• Flash Point: 71.9oC
• PSA: 41.13000
• Density: 1
• LogP: 1.68830
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.03814706
• Heavy Atom Count: 9
• Complexity: 99.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Trimethylsilylthiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Trimethylsilylthiazole

There total 3 articles about 5-Trimethylsilylthiazole 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: 97.0%

2,5-bis-trimethylsilanyl-thiazole (79265-34-2) → 5-(trimethylsilyl)-1,3-thiazole (79265-36-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 1h;

DOI:10.1021/jo00243a029

Reference yield: 60.0%

1,3-thiazole (288-47-1) + chloro-trimethyl-silane (75-77-4) → 5-(trimethylsilyl)-1,3-thiazole (79265-36-4)

Guidance literature:

1,3-thiazole; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1.5h;

chloro-trimethyl-silane; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1016/j.tetlet.2007.11.029

Reference yield:

5-bromo-1,3-thiazole (3034-55-7) + chloro-trimethyl-silane (75-77-4) → 5-(trimethylsilyl)-1,3-thiazole (79265-36-4)

Guidance literature:

With n-butyllithium; Multistep reaction;

upstream raw materials:

5-bromo-1,3-thiazole

chloro-trimethyl-silane

2,5-bis-trimethylsilanyl-thiazole

1,3-thiazole

Downstream raw materials:

2-Methyl-1-thiazol-5-yl-propan-1-ol

1-(thiazol-5-yl) ethan-1-one

Phenyl-thiazol-5-yl-methanol

Refernces

• 1、 Dondoni, Alessandro,Fantin, Giancarlo,Fogagnolo, Marco,Medici, Alessandro,Pedrini, Paola. "Synthesis of (Trimethylsilyl)thiazoles and Reactions with Carbonyl Compounds. Selectivity Aspects and Synthetic Utility". . p. 1748 - 1761. Retrieved 2007/10/02.
• 2、 Medici, Alessandro,Pedrini, Paola,Dondoni, Alessandro. "Reactions of Trimethylsilylthiazoles with Ketens: A New Route to Regioselective Functionalisation of the Thiazole Ring". . p. 655 - 656. Retrieved 2007/10/02.