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248460

Sigma-Aldrich

Triisopropylsilyl trifluoromethanesulfonate

97%

Synonym(s):

TIPS triflate, Trifluoromethanesulfonic acid triisopropylsilyl ester, Triisopropylsilyl triflate

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About This Item

Linear Formula:
CF3SO3Si[CH(CH3)2]3
CAS Number:
80522-42-5
Molecular Weight:
306.42
Beilstein:
3591541
MDL number:
MFCD00009913
UNSPSC Code:
12352001
PubChem Substance ID:
24854929
NACRES:
NA.22

Quality Level

100

Assay

97%

refractive index

n20/D 1.415 (lit.)

bp

45-46 °C/0.03 mmHg

density

1.14 g/mL at 25 °C (lit.)

SMILES string

CC(C)[Si](OS(=O)(=O)C(F)(F)F)(C(C)C)C(C)C

InChI

1S/C10H21F3O3SSi/c1-7(2)18(8(3)4,9(5)6)16-17(14,15)10(11,12)13/h7-9H,1-6H3

InChI key

LHJCZOXMCGQVDQ-UHFFFAOYSA-N

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Related Categories

Application

Used to prepare silyloxy acetylenes from lithium acetylides; the silyloxy acetylenes were then employed in protic acid-promoted cyclizations of arenes, alkynes and olefins.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tetrahedron, 62, 11371-11371 (2006)
Ryunosuke Kuriki et al.
Dalton transactions (Cambridge, England : 2003), 49(35), 12234-12241 (2020-08-28)
New types of diaryloxystannylenes and -plumbylenes have been synthesized and structurally characterized. Lappert's diaminostannylene and -plumbylene E[N(SiMe3)2]2 (E = Sn, Pb) react with 1,3-diethers of tetrathiacalix[4]arene bearing benzyl or SiiPr3 groups to give the corresponding diaryloxystannylenes and -plumbylenes embedded in
Greene, T.W. Wuts, P.G.M.
Protective Groups in Organic Synthesis, 74-74 (1991)
Synlett, 435-435 (1993)

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