(Pentafluoroethyl)trimethylsilane

Base Information

• Chemical Name: (Pentafluoroethyl)trimethylsilane
• CAS No.: 124898-13-1
• Molecular Formula: C5H9F5Si
• Molecular Weight: 192.204
• Hs Code.: 2931900090
• European Community (EC) Number: 673-912-5
• DSSTox Substance ID: DTXSID60375367
• Nikkaji Number: J1.503.675C
• Wikidata: Q82163897
• Mol file: 124898-13-1.mol

Synonyms:(Pentafluoroethyl)trimethylsilane;124898-13-1;trimethyl(pentafluoroethyl)silane;pentafluoroethyltrimethylsilane;Trimethylpentafluoroethylsilane;trimethyl(perfluoroethyl)silane;trimethyl(1,1,2,2,2-pentafluoroethyl)silane;Silane, trimethyl(pentafluoroethyl)-;Silane, trimethyl(1,1,2,2,2-pentafluoroethyl)-;TITANIUMCARBIDE;Silane,trimethyl(1,1,2,2,2-pentafluoroethyl)-;trimethylsilylpentafluoroethane;SCHEMBL104150;pentafluoroethyl-trimethylsilane;pentafluoroethyl trimethyl silane;Trimethyl-pentafluoroethyl-silane;(pentafluoroethyl)-trimethylsilane;DTXSID60375367;trimethyl-(pentafluoroethyl)silane;Trimethylpentafluoroethylsilane, 97%;BBL103926;MFCD04116436;STL557736;AKOS005259175;MS-20723;T3011;EN300-208905;T71661;A805314;J-005179

Chemical Property of (Pentafluoroethyl)trimethylsilane

Chemical Property:

• Vapor Pressure: 390mmHg at 25°C
• Refractive Index: 1.3270
• Boiling Point: 43.4 °C at 760 mmHg
• Flash Point: -17℃
• PSA: 0.00000
• Density: 1.103 g/cm³
• LogP: 3.48130
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with tetrahydrofuran.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 192.03936763
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

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

Trimethyl(pentafluoroethyl)silane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 11-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C(C(F)(F)F)(F)F
• Recent ClinicalTrials: T3011 in Combination With Cobimetinib in Patients With Advanced Melanoma
• Uses: Silicon-based fluorinating reagents for the efficient trifluoromethylation of carbonyls and ethylene diamines. Precursors used for metal-mediated trifluoromethylation of aromatic, heteroaromatic, vinyl substrates, etc. (Pentafluoroethyl)trimethylsilane acts as a silicon-based fluorinating reagent for trifluoromethylation of carbonyls and ethylene diamines. It is also employed as a precursor for metal-mediated trifluoromethylation of aromatic, heteroaromatic and vinyl substrates. Trimethylpentafluoroethylsilane ((Pentafluoroethyl)trimethylsilane) may be used as a perfluoroalkylating reagent for the synthesis of the following quinoline derivatives:5-bromo-2-(perfluoroethyl)quinoline8-methoxy-2-(perfluoroethyl)quinoline1-(perfluoroethyl)isoquinoline8-(tert-butoxy)-5,7-dichloro-2-(perfluoroethyl)quinoloneIt may also be used in the synthesis of pentafluoroethylcyclohexanes.

Technology Process of (Pentafluoroethyl)trimethylsilane

There total 3 articles about (Pentafluoroethyl)trimethylsilane 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: 93.0%

chloro-trimethyl-silane (75-77-4) + 1,1,1,2,2-pentafluoroethane (354-33-6) → trimethyl(pentafluoroethyl)silane (124898-13-1)

Guidance literature:

1,1,1,2,2-pentafluoroethane; With n-butyllithium; In diethyl ether; hexane; at -80 - -60 ℃; for 0.5h;

chloro-trimethyl-silane; In diethyl ether; hexane; at -65 - 20 ℃;

Reference yield: 87.0%

→ trimethyl(pentafluoroethyl)silane (124898-13-1)

Guidance literature:

Reference yield: 81.0%

chloro-trimethyl-silane (75-77-4) + Pentafluoroethyl iodide (354-64-3) → trimethyl(pentafluoroethyl)silane (124898-13-1)

Guidance literature:

With Tetrakis(dimethylamino)ethylen; In diethylene glycol dimethyl ether; at -30 ℃; for 2h;

DOI:10.1016/S0040-4039(01)00447-6

upstream raw materials:

chloro-trimethyl-silane

Pentafluoroethyl iodide

1,1,1,2,2-pentafluoroethane

Downstream raw materials:

1-(4-(perfluoroethyl)phenyl)ethan-1-one

N-phenylpentafluoroethanesulfinyl amide

N-phenyl-N-methyltrifluoromethanesulfinyl amide

Trimethylsilanol

Refernces

• 1、 Weitkamp, Robin F.,Neumann, Beate,Stammler, Hans-Georg,Hoge, Berthold. "Generation and Applications of the Hydroxide Trihydrate Anion, [OH(OH2)3]?, Stabilized by a Weakly Coordinating Cation". supporting information. p. 14633 - 14638. Retrieved 2019/11/05.
• 2、 Murphy-Jolly, Makeba B.,Lewis, Lesley C.,Caffyn, Andrew J. M.. "The synthesis of tris(perfluoroalkyl)phosphines". . p. 4479 - 4480. Retrieved 2007/10/03.