3834-42-2

Usage

Uses

Used in Organic Chemistry:
(HEPTAFLUOROPROPYL)TRIMETHYLSILANE is used as a reagent for nucleophilic perfluoroalkylation of organic and inorganic substrates. This application is due to its high reactivity and ability to introduce perfluoroalkyl groups into target molecules, which can significantly alter their properties, such as increasing their hydrophobicity and improving their chemical stability.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (HEPTAFLUOROPROPYL)TRIMETHYLSILANE is used as a reagent for the synthesis of perfluorinated drugs and drug candidates. The introduction of perfluoroalkyl groups can enhance the pharmacokinetic properties of these compounds, such as their solubility, bioavailability, and metabolic stability, leading to improved therapeutic efficacy.
Used in Material Science:
(HEPTAFLUOROPROPYL)TRIMETHYLSILANE is also used in the development of perfluorinated materials, such as polymers, coatings, and lubricants. The incorporation of perfluoroalkyl groups can impart unique properties to these materials, such as increased chemical resistance, reduced friction, and enhanced thermal stability.
Used in Analytical Chemistry:
In analytical chemistry, (HEPTAFLUOROPROPYL)TRIMETHYLSILANE is employed as a derivatization agent for the analysis of various organic compounds. The introduction of perfluoroalkyl groups can improve the detection and quantification of target analytes using techniques such as gas chromatography and mass spectrometry.

InChI:InChI=1/C6H9F7Si/c1-14(2,3)6(12,13)4(7,8)5(9,10)11/h1-3H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 422-89-9 heptafluoro-propyl lithium 
• 754-34-7 1,1,1,2,2,3,3-heptafluoro-3-iodo-propane 
• 917-54-4 methyllithium 
• 75-78-5 dimethylsilicon dichloride 

Downstream Products

• 425-56-9 1-(heptafluoropropyl)-1-cyclohexanol 
• 785-93-3 1-phenyl-2,2,3,3,4,4,4-heptafluorobutan-1-ol 
• 312-18-5 2-phenyl-3,3,4,4,5,5,5-heptafluoropentan-2-ol 
• 222532-30-1 6-(Heptafluoropropyl)-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)purine 
• 467220-79-7 (-)-benzyl-2-C-heptafluoropropyl-3,4-O-isopropylidene-β-D-ribopyranoside 
• 787618-53-5 [Rh(C₃F₇)(1,5-cyclooctadiene)(PPh₃)] 
• 787618-59-1 trans-[Rh(C₃F₇)(2,6-dimethylphenyl isocyanide)2(PPh₃)] 
• 787618-63-7 [Rh(C₃F₇)(2,6-dimethylphenyl isocyanide)3(PPh₃)] 
• 1165953-12-7 [Rh(n-C₃F₇)(2,6-dimethylphenyl isocyanide)(PMe₂Ph)3] 
• 1165953-00-3 [Rh(n-C₃F₇)(PMe₂Ph)3] 
• 1165953-07-0 [Rh(n-C₃F₇)(CO)(PMePh₂)3] 
• 1165952-99-7 [Rh(n-C₃F₇)(PMePh₂)3] 
• 1448332-40-8 (E)-1-(4-bromo-2-(heptafluoropropyl)phenyl)-3,3-diisopropyltriaz-1-ene 
• 1448332-48-6 (E)-1-(4-bromo-2,6-bis(heptafluoropropyl)-phenyl)-3,3-diisopropyltriaz-1-ene 

Relevant academic research and scientific papers

The synthesis of tris(perfluoroalkyl)phosphines

Tris(perfluoroalkyl)phosphines, of interest as turtable alternatives to the carbon monoxide ligand, can be synthesised by the nucleophile mediated reaction of perfluoroalkyltrimethylsilanes with triphenylphosphite; the method can be extended to diphosphines. The Royal Society of Chemistry 2005.

A simple procedure for nucleophilic perfluoroalkylation of organic and inorganic substrates

The mixture RfI and tetrakis(dimethylamino)ethylene is used for the nucleophilic perfluoroalkylation. The reaction of chlorotrimethylsilane and RfI/tetrakis(dimethylamino)ethylene in diglyme results in the formation of RfSi(CH3)3 isolated in 55-81% yield. The interaction of this system with organic electrophiles such as benzoyl and benzensulphonyl chlorides, aliphatic and aromatic aldehydes and activated ketones leads to the formation of the corresponding condensation products in 24-62% yield.

Preparation of Trifluoromethyl and Other Perfluoroalkyl Compounds with (Perfluoroalkyl)trimethylsilanes

The preparation of a variety of novel perfluoroalkyl-substituted compounds in high yields using easily prepared (perfluoroalkyl)trimethylsilanes (1a - c) is described. (Trifluoromethyl)-, (pentafluoroethyl)-, and (heptafluoropropyl)trimethylsilane, 1a - c, respectively, react readily with carbonyl compounds, such as aldehydes and ketones, by a fluoride-initiated catalytic process.Fluoride-initiated addition of 1 to a carbonyl group generates an oxyanionic species which then further catalyzes the reaction.Even enolizable carbonyl compounds react cleanly under the reaction conditions.A study of the scope of the reactivity of 1a toward other carbonyl groups in esters, lactones and an acid chloride was also carried out.Thus 1a reacts cleanly with five- and six-membered ring lactones.However, unactivated esters do not react under the reaction conditions.The acid chloride reacts with 1a to give a mixture of products.