2,5-Bis(trimethylsilyl)thiazole

Base Information

• Chemical Name: 2,5-Bis(trimethylsilyl)thiazole
• CAS No.: 79265-34-2
• Molecular Formula: C9H19 N S Si2
• Molecular Weight: 229.494
• Hs Code.: 2934100090
• European Community (EC) Number: 635-990-9
• DSSTox Substance ID: DTXSID50508804
• Nikkaji Number: J2.541.888C
• Wikidata: Q82365972
• Mol file: 79265-34-2.mol

Synonyms:79265-34-2;2,5-BIS(TRIMETHYLSILYL)THIAZOLE;2,5-Bistrimethylsilanylthiazole;trimethyl-(2-trimethylsilyl-1,3-thiazol-5-yl)silane;2,5-BIS(TRIMETHYLSILYL)-1,3-THIAZOLE;2,5-Bis(trimethylsilyl)thiazol;DTXSID50508804;MFCD09800395;AKOS027327624;AS-36448;CS-0170855;FT-0740836;2,5-Bis(trimethylsilyl)thiazole, technical grade;A923853

Chemical Property of 2,5-Bis(trimethylsilyl)thiazole

Chemical Property:

• Vapor Pressure: 0.0338mmHg at 25°C
• Melting Point: 53-56°C
• Refractive Index: 1.472
• Boiling Point: 100°C/13mm
• Flash Point: 100°C/13mm
• PSA: 41.13000
• Density: 0.94g/cm³
• LogP: 2.23350
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 229.07767385
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

2,5-bis-Trimethylsilanylthiazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)C1=CN=C(S1)[Si](C)(C)C

Technology Process of 2,5-Bis(trimethylsilyl)thiazole

There total 3 articles about 2,5-Bis(trimethylsilyl)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: 43.0%

1,3-thiazole (288-47-1) + chloro-trimethyl-silane (75-77-4) → 2,5-bis-trimethylsilanyl-thiazole (79265-34-2)

Guidance literature:

1,3-thiazole; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - -20 ℃; for 1h;

chloro-trimethyl-silane; In tetrahydrofuran; at -78 ℃; for 1h;

chloro-trimethyl-silane; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 2h; Further stages.;

DOI:10.1016/j.tetlet.2007.11.029

Reference yield: 40.0%

1,3-thiazole (288-47-1) + chloro-trimethyl-silane (75-77-4) → 2-(trimethylsilyl)thiazole (79265-30-8) + 2,5-bis-trimethylsilanyl-thiazole (79265-34-2)

Guidance literature:

With n-butyllithium;

DOI:10.1039/c39810000655

Reference yield:

chloro-trimethyl-silane (75-77-4) + 2-(trimethylsilyl)thiazole (79265-30-8) → 2,5-bis-trimethylsilanyl-thiazole (79265-34-2)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) diethyl ether, -78 deg C, 30 min, 2.) diethyl ether, -78 deg C, 1 h;

DOI:10.1021/jo00243a029

upstream raw materials:

1,3-thiazole

chloro-trimethyl-silane

2-(trimethylsilyl)thiazole

Downstream raw materials:

2,2-Diphenyl-1-(5-trimethylsilanyl-thiazol-2-yl)-ethanone

2-(2,2-Diphenyl-1-trimethylsilanyloxy-vinyl)-5-trimethylsilanyl-thiazole

5-(trimethylsilyl)-1,3-thiazole

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.