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Merck
모든 사진(1)

문서

91741

Sigma-Aldrich

Trimethylsilyl trifluoromethanesulfonate

purum, ≥98.0% (T)

동의어(들):

TMS triflate, TMSOTf, Trifluoromethanesulfonic acid trimethylsilylester

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About This Item

Linear Formula:
CF3SO3Si(CH3)3
CAS Number:
Molecular Weight:
222.26
Beilstein:
1868911
EC Number:
MDL number:
UNSPSC 코드:
12352101
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

분석

≥98.0% (T)

형태

liquid

refractive index

n20/D 1.36 (lit.)

bp

77 °C/80 mmHg (lit.)

density

1.228 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C4H9F3O3SSi/c1-12(2,3)10-11(8,9)4(5,6)7/h1-3H3

InChI key

FTVLMFQEYACZNP-UHFFFAOYSA-N

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애플리케이션

Trimethylsilyl trifluoromethanesulfonate may be used to catalyze:
  • Allylation of acetals to form homoallyl ethers.
  • Synthesis of 1,2-trans-glycosides.
  • Conversion of alcohols to esters.
  • Aminomethylation of silyl enol ethers with aminomethyl alkyl ethers.
  • Glycosidation of (+)-4-demethoxyanthracyclinones.

기타 정보

Efficient silylating agent and strong Lewis acid catalyst ; Review

픽토그램

FlameCorrosion

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

보충제 위험성

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

77.0 °F - closed cup

Flash Point (°C)

25 °C - closed cup

개인 보호 장비

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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시험 성적서(COA)

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문서 라이브러리 방문

Synthesis of homoallyl ethers via allylation of acetals in ionic liquids catalyzed by trimethylsilyl trifluoromethanesulfonate.
Zerth HM
Organic Letters, 5(1), 55-57 (2003)
An extremely fast and efficient acylation reaction of alcohols with acid anhydrides in the presence of trimethylsilyl trifluoromethanesulfonate as catalyst.
Procopiou PA
Chemical Communications (Cambridge, England), (23), 2625-2626 (1996)
Trimethylsilyl trifluoromethanesulfonate (trimethylsilyl triflate) as an excellent glycosidation reagent for anthracycline synthesis. Simple and efficient synthesis of optically pure 4-demethoxydaunorubicin.
Kimura Y
Chemistry Letters (Jpn), 13(4), 501-504 (1984)
A novel aminomethylation of silyl enol ethers with aminomethyl ethers catalyzed by iodotrimethylsilane or trimethylsilyl trifluoromethanesulfonate.
Hosomi A
Tetrahedron Letters, 23(5), 547-550 (1982)
J. Heberle et al.
Silylating Agents, 2nd ed. (1995)

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