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TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE

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Products Intro: Product Name:Triisopropylsilyl trifluoromethanesulfonate
CAS:80522-42-5
Purity:NLT99% Package:1G;100G;1KG;50KG;100KG Remarks:ACF024557
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Products Intro: Product Name:TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE
CAS:80522-42-5
Purity:99% Package:25KG
Company Name: Shanghai Daken Advanced Materials Co.,Ltd
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Products Intro: Product Name:Triisopropylsilyl Trifluoromethanesulfonate
CAS:80522-42-5
Purity:99% Package:5KG;1KG Remarks:Low M.W.Organic Silanes Professor
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Products Intro: Product Name:80522-42-5 TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE
CAS:80522-42-5
Purity:99% Package:25KG;5KG;1KG
Company Name: Hangzhou FandaChem Co.,Ltd.
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Products Intro: Product Name:TRIISOPROPYLSILYLTRIFLUOROMETHANESULFONATE
CAS:80522-42-5
Purity:as in COA Package:as customers' requirements

TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE manufacturers

TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE Basic information
Product Name:TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE
Synonyms:Triisopropyl(trifluoromethylsulfonyloxy)silane;Triisopropylsilyl-trifluoromethanesulfonate,97%;Triisopropylsilyl Triflate Trifluoromethanesulfonic Acid Triisopropylsilyl Ester;Triisopropylsilyl trifluoromethanesulfonate ,98%;Triisopropylsilyl-trifluoroMethanesulfonate, 97% 10GR;RIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE;1,1,1-TrifluoroMethanesulfonic Acid Tris(1-Methylethyl)silyl Ester;TRIISOPROPYLSILYL TRIFLUOROMETHANESULFOTE
CAS:80522-42-5
MF:C10H21F3O3SSi
MW:306.42
EINECS:638-988-6
Product Categories:Protection & Derivatization Reagents (for Synthesis);Si (Classes of Silicon Compounds);Silicon Compounds (for Synthesis);Silyl Esters;Si-O Compounds;Synthetic Organic Chemistry
Mol File:80522-42-5.mol
TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE Structure
TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE Chemical Properties
Boiling point 45-46 °C/0.03 mmHg
density 1.14 g/mL at 25 °C (lit.)
refractive index n20/D 1.415(lit.)
Fp 213 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Miscible with chloroform and ethyl acetate.
form Liquid
Specific Gravity1.14
color Clear light brown to orange-brown
Sensitive Moisture Sensitive
Hydrolytic Sensitivity8: reacts rapidly with moisture, water, protic solvents
BRN 3591541
InChIInChI=1S/C10H21F3O3SSi/c1-7(2)18(8(3)4,9(5)6)16-17(14,15)10(11,12)13/h7-9H,1-6H3
InChIKeyLHJCZOXMCGQVDQ-UHFFFAOYSA-N
SMILESC(F)(F)(F)S(O[Si](C(C)C)(C(C)C)C(C)C)(=O)=O
CAS DataBase Reference80522-42-5(CAS DataBase Reference)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45-28A-27
RIDADR UN 3265 8/PG 2
WGK Germany 3
3-10-21
TSCA No
HazardClass 8
PackingGroup II
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE Usage And Synthesis
Chemical Propertiesclear light brown to orange-brown liquid
Physical propertiesColorless oil; bp 83–87 °C/1.7 mmHg; d 1.173 g cm?3.
UsesTriisopropylsilyl trifluoromethanesulfonate is used as a reagent for the introduction of triisopropylsilyl(TIPS) group in organic synthesis. It is involved in the synthesis of 2-substituted benzothiopyran-4-ones and silyloxy acetylenes. As a protecting group in organic synthesis, it is utilized especially for the protection of primary amines. Furthermore, it plays an important role in Takahashi Taxol total synthesis or for chemical glycosylation reactions.
UsesTriisopropylsilyl Trifluoromethanesulfonate is a highly reactive silylating agent and Lewis acid capable of converting primary and secondary alcohols to the corresponding triisopropylsilyl ethers and converting ketones and lactones into their enol silyl ethers; protection of terminal alkynes; promoting conjugate addition of alkynylzinc compounds to α,β-enones; preparation of (triisopropylsilyl)diazomethane, participating in the following (but not limited to) reactions: Silylation of Alcohols, Formations of Enol Silyl Ethers, Alkynyltriisopropylsilanes, Conjugate Addition of Alkynylzinc Bromides, (Triisopropylsilyl)diazomethane, Triisopropylsiloxycarbonyl (Tsoc) and BIPSOP Protecting Groups for Amines, TIPS Protection for Oxazoles/Regioselective Trapping of C-2 Oxazole Anions, Benzannulation Using Triisopropylsilyl Vinyl Ketenes, Cyclization of 1-Silyloxy-1,5-diynes, Desymmetrization of Tartaric Acid Esters etc.
PreparationTo 38.2 g (0.242 mol) of triisopropylsilane at 0°C under argon is added 23.8 mL (0.266 mol) of trifluoromethanesulfonic acid dropwise. The solution is stirred at 22°C for 16 h, at which time no further hydrogen gas evolves (removed through a bubbler). The resulting product is distilled through a 30-cm vacuum jacketed Vigreux column under reduced pressure: 71.7 g (97% yield) of TIPS triflate; bp 83–87°C/1.7 mmHg.
TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE Preparation Products And Raw materials
Raw materialsALLYLTRIISOPROPYLSILANE-->Triisopropylsilyl chloride-->Trifluoromethanesulfonic acid
Preparation Products(R)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-onehydrochloride
Tag:TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE(80522-42-5) Related Product Information
Triethylsilane TRIETHYL 2-PHOSPHONOBUTYRATE Triethyloxonium tetrafluoroborate FLUOROTRIETHYLSILANE TETRAMETHYLAMMONIUM TRIACETOXYBOROHYDRIDE Chlorotriethylsilane Sodium triacetoxyborohydride acetic acid, triethoxy-, ethyl ester triisopropylsilyl Methacrylate Triethylamine trihydrofluoride Triisopropylsilyl chloride Trimethoxysilane TRIFLUOROMETHANESULFONIC ACID DIETHYLISOPROPYLSILYL ESTER TrimethylSilyl Trifluoromethanesulfonate TRIETHYLSILANOL TRIMETHYLSILYL METHANESULFONATE Triisopropylsilane Triethylsilyl trifluoromethanesulfonate