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69739-34-0

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69739-34-0 Usage

Physical properties

bp 60°C/7 mmHg; colorless oil, d 1.151 g cm?3. Solubility: sol most organic solvents such as pentane, CH2Cl2, etc.

Uses

Different sources of media describe the Uses of 69739-34-0 differently. You can refer to the following data:
1. TrifluoroMethanesulfonic acid tert-butyldiMethylsilyl ester is a highly reactive silylating agent and lewis acid capable of converting primary, secondary and tertiary alcohols to their respectctive TBDMS. TrifluoroMethanesulfonic acid tert-butyldiMethylsilyl ester is also used to covert ketones and lactones into their enol silyl ethers.
2. t-Butyldimethylsilyl Trifluoromethanesulfonate is used as a highly reactive silylating agent and Lewis acid capable of converting primary, secondary, and tertiary alcohols1b to the corresponding TBDMS ethers, and converting ketones and lactones, into their enol silyl ethers; promoting conjugate addition of alkynylzinc compounds and triphenylphosphine5 to α,β-enones; activation of chromones in [4 + 2] cycloaddition reactions;rearrangement of allylic tributylstannyl silyl ethers; activation of pyridine rings toward Grignard reagents and transalkylation of tertiary amine N-oxides;and transformation of N-t-butoxycarbonyl groups into N-alkoxycarbonyl groups.
3. tert-Butyldimethylsilyl trifluoromethanesulfonate is involved in the introduction of a bulky tert-butyl dimethylsilyl group onto a cis-bis(alkenyl)oxirane used in Cope rearrangement. It is associated with a thiolane and promotes the chalcogenide-Morita-Baylis-Hillman reaction. Further, it is used as a highly reactive silylating agent. In addition to this, it is used to prepare enol silyl ethers by reacting with ketones and lactones.

Preparation

to 24 g (0.16 mol) of t-butyldimethylchlorosilane at 23°C under argon is added 14 mL (0.16 mol) of trifluoromethanesulfonic acid dropwise. The solution is heated at 60°C for 10 h, at which time no further hydrogen chloride evolves (removed through a bubbler). The resulting product is distilled under reduced pressure: 34 g (80% yield) of TBDMS triflate; bp 60°C/7 mmHg.

Check Digit Verification of cas no

The CAS Registry Mumber 69739-34-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,9,7,3 and 9 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 69739-34:
(7*6)+(6*9)+(5*7)+(4*3)+(3*9)+(2*3)+(1*4)=180
180 % 10 = 0
So 69739-34-0 is a valid CAS Registry Number.
InChI:InChI=1/C17H22OSi/c1-17(2,3)19(18-4,15-11-7-5-8-12-15)16-13-9-6-10-14-16/h5-14H,1-4H3

69739-34-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • TCI America

  • (T1525)  tert-Butyldimethylsilyl Trifluoromethanesulfonate  >98.0%(T)

  • 69739-34-0

  • 5g

  • 390.00CNY

  • Detail
  • TCI America

  • (T1525)  tert-Butyldimethylsilyl Trifluoromethanesulfonate  >98.0%(T)

  • 69739-34-0

  • 25g

  • 1,350.00CNY

  • Detail
  • Alfa Aesar

  • (A12174)  tert-Butyldimethylsilyl trifluoromethanesulfonate, 98%   

  • 69739-34-0

  • 5g

  • 362.0CNY

  • Detail
  • Alfa Aesar

  • (A12174)  tert-Butyldimethylsilyl trifluoromethanesulfonate, 98%   

  • 69739-34-0

  • 25g

  • 1609.0CNY

  • Detail
  • Sigma-Aldrich

  • (56563)  tert-Butyldimethylsilyltrifluoromethanesulfonate  for GC derivatization

  • 69739-34-0

  • 56563-10ML

  • 2,419.56CNY

  • Detail
  • Sigma-Aldrich

  • (56563)  tert-Butyldimethylsilyltrifluoromethanesulfonate  for GC derivatization

  • 69739-34-0

  • 56563-10X1ML

  • 3,030.30CNY

  • Detail
  • Aldrich

  • (226149)  tert-Butyldimethylsilyltrifluoromethanesulfonate  reagent grade, 98%

  • 69739-34-0

  • 226149-1G

  • 333.45CNY

  • Detail
  • Aldrich

  • (226149)  tert-Butyldimethylsilyltrifluoromethanesulfonate  reagent grade, 98%

  • 69739-34-0

  • 226149-5G

  • 421.20CNY

  • Detail
  • Aldrich

  • (226149)  tert-Butyldimethylsilyltrifluoromethanesulfonate  reagent grade, 98%

  • 69739-34-0

  • 226149-25G

  • 1,776.06CNY

  • Detail

69739-34-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-Butyldimethylsilyl Trifluoromethanesulfonate

1.2 Other means of identification

Product number -
Other names [tert-butyl(dimethyl)silyl] trifluoromethanesulfonate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:69739-34-0 SDS

69739-34-0Relevant articles and documents

A method to derivatize surface silanol groups to Si-alkyl groups in carbon-doped silicon oxides

Darmakkolla, Srikar Rao,Tran, Hoang,Gupta, Atul,Rananavare, Shankar B.

, p. 93219 - 93230 (2016)

A carbon-doped silicon oxide (CDO) finds use as a material with a low dielectric constant (k) for copper interconnects in multilayered integrated circuits (ICs). Hydrophilic silanol groups (Si-OH) on its surface, however, can attract moisture, thereby causing an undesirable increase in the dielectric constant. Modification of the exposed hydrophilic surface to a hydrophobic functional group provides one solution to this problem. We report here a strategy for converting surface Si-OH to hydrophobic silicon hydride (Si-H) without affecting the internal oxide network in CDO. The approach involves esterification of the exposed silanol to its triflate (silyltrifluoromethanesulfonate, Si-O-Tf), followed by reduction to Si-H with diisobutylaluminum hydride. Si-H is further modified by a photochemical reaction with an alkene (1-octadecene) to yield Si-R (R = -C18H37) to provide a more moisture resistant, and less polar Si-C as opposed to the Si-O backbone. Fourier transform infrared (FT-IR) spectroscopy, X-ray photoelectron spectrometry (XPS), and measurements of the contact angle with water substantiated the successful conversion. The reaction scheme is versatile, transforming silanol groups to silicon hydride in widely varying chemical sites, from small molecules to the surfaces of silica gels, SiOx and CDO wafers. A comparison with the films (self-assembled monolayers) derivatized with the octadecyltrichlorosilane indicated that the new method leads to a thicker (≈5 nm) but more loosely packed hydrocarbon film with slightly lower contact angles.

Chemoselective silyl transfer in the Mukaiyama aldol reaction promoted by super silyl Lewis acid

Sai, Masahiro,Akakura, Matsujiro,Yamamoto, Hisashi

supporting information, p. 15206 - 15208 (2015/01/08)

In the silyl Lewis acid-promoted Mukaiyama aldol reaction, the steric and electronic properties of the silyl group on the silyl Lewis acid influence the reaction mechanism and product distribution. When super silyl triflates such as (TMS)3SiOTf and (TES)3SiOTf are used as Lewis acids, the silyl group of the silyl enol ether chemoselectively transfers to the product. The mechanistic details have been investigated using density functional theory (DFT) calculations.

Process for producing novel naphthyridine derivatives

-

, (2008/06/13)

A novel naphthyridine derivative showing high activity as a tachykinin receptor antagonist can be produced at high efficiency by reacting an acylating agent such as a carboxylic acid derivative with a compound represented by the formula (1): wherein R1, R2 and R3 represent independently a hydrogen atom, a lower alkyl group, a lower alkoxyl group, an aryl group, a heteroaryl group, an amino group, etc., and X1 and X2 represent respectively a halogen atom.

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