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(Trimethylsilyl)methyl trifluoromethanesulfonate (TMSMOTf) is a highly reactive silylating and alkylating reagent commonly used in organic synthesis. It serves as a potent electrophile, enabling the introduction of the (trimethylsilyl)methyl group into various substrates, including alcohols, amines, and carbonyl compounds. Its strong triflate leaving group enhances its reactivity, making it useful for forming carbon-carbon and carbon-heteroatom bonds under mild conditions. (Trimethylsilyl)methyl trifluoromethanesulfonate is particularly valuable in protecting group chemistry and as a precursor for generating reactive intermediates such as carbocations or ylides. Due to its moisture sensitivity, it requires handling under anhydrous conditions.

64035-64-9

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64035-64-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 64035-64-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,4,0,3 and 5 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 64035-64:
(7*6)+(6*4)+(5*0)+(4*3)+(3*5)+(2*6)+(1*4)=109
109 % 10 = 9
So 64035-64-9 is a valid CAS Registry Number.
InChI:InChI=1/C5H11F3O3SSi/c1-13(2,3)4-11-12(9,10)5(6,7)8/h4H2,1-3H3

64035-64-9 Well-known Company Product Price

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  • TCI America

  • (T1579)  (Trimethylsilyl)methyl Trifluoromethanesulfonate [Trimethylsilylmethylating Reagent]  >98.0%(GC)

  • 64035-64-9

  • 1g

  • 560.00CNY

  • Detail
  • TCI America

  • (T1579)  (Trimethylsilyl)methyl Trifluoromethanesulfonate [Trimethylsilylmethylating Reagent]  >98.0%(GC)

  • 64035-64-9

  • 5g

  • 1,550.00CNY

  • Detail
  • TCI America

  • (T1579)  (Trimethylsilyl)methyl Trifluoromethanesulfonate [Trimethylsilylmethylating Reagent]  >98.0%(GC)

  • 64035-64-9

  • 25g

  • 5,590.00CNY

  • Detail
  • Aldrich

  • (326232)  (Trimethylsilyl)methyltrifluoromethanesulfonate  96%

  • 64035-64-9

  • 326232-1G

  • 746.46CNY

  • Detail
  • Aldrich

  • (326232)  (Trimethylsilyl)methyltrifluoromethanesulfonate  96%

  • 64035-64-9

  • 326232-5G

  • CNY

  • Detail

64035-64-9SDS

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 (Trimethylsilyl)methyl trifluoromethanesulfonate

1.2 Other means of identification

Product number -
Other names trimethylsilylmethyl 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

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More Details:64035-64-9 SDS

64035-64-9Relevant academic research and scientific papers

RAPAMYCIN ANALOGS AS ANTI-CANCER AGENTS

-

Page/Page column 42.1, (2009/12/05)

Analogs and derivatives of rapamycin are provided, wherein the analogs and derivatives can bind to FK-506 binding protein (FKBP), or inhibit the mTOR function of an FKBP, or both. The analogs and derivatives are rapamycin include the rapamycin skeleton su

Preparation of (Trimethylsilyl)methyl Halides and Trifluoromethanesulfonate by Methylene Insertion Using Diazomethane

Lee, Jong Gun,Ha, Dong Soo

, p. 318 - 319 (2007/10/02)

(Trimethylsilyl)methyl halides (1,3) and trifluoromethanesulfonate (triflate) (2) were prepared by inserting a methylene group into the silicon-heteroatom bond of trimethylsilyl halides and triflate using diazomethane.

Synthesis and Antineoplastic Activity of Bisoxy>methyl>-Substituted 3-Pyrrolines as Prodrugs of Tumor Inhibitory Pyrrole Bis(carbamates)

Anderson, Wayne K.,Milowsky, Arnold S.

, p. 2241 - 2249 (2007/10/02)

A series of bispyrrolines 2-4 were synthesized from either the appropriate α-silylated iminium salt, or an aziridine, or a 2H-azirine in a sequence involving 1,3-dipolar cycloaddition reactions.The antineoplastic activities of the pyrrolines were compared to the corresponding pyrroles.The C-2 gem-dimethyl-substituted pyrroline, 4, which cannot be converted to the pyrrole in vivo, was inactive.The activity of the 2-phenyl-substituted pyrrolines 3 was markedly dependent on the nature of the phenyl substituent, although the correspondingphenylpyrroles all showed comparable activity.The differences in the activities of the pyrrolines 3 may be due to the rate of metabolic conversion of the pyrroline to the pyrrole.Electron-withdrawing substituents on the phenyl ring appear to retard this process.

Dienophilic Properties of Phenyl Vinyl Sulfone and trans-1-(Phenylsulfonyl)-2-(trimethylsilyl)ethylene. Their Utilization as Synthons for Ethylene, 1-Alkenes, Acetylene, and Monosubstituted Alkynes in the Construction of Functionalized Six-Membered Rings via ? Cycloaddition Meth.

Carr, Richard V. C.,Williams, Richard V.,Paquette, Leo A.

, p. 4976 - 4986 (2007/10/02)

Useful procedures for effecting the indirect capture of ethylene, acetylene, 1-alkenes, and monosubstituted alkynes in Diels-Alder cycloadditions have been developed.In the first sequence, phenyl vinyl sulfone is shown to enter into ? reactions as a moderately reactive dienophile and to do so with very good regioselectivity.The resulting adducts can be directly desulfonated or alkylated prior to such reduction.A wide range of functional groups can be appended in this fashion at a specific locus within the newly formed six-membered ring.When the analogous chemistry is applied to trans-1-(phenylsulfonyl)-2-(trimethylsilyl)ethylene (2), adducts result which undergo ready fluoride ion induced elimination with efficient introduction of a double bond.The use of 2 and its d2 derivative is highlighted by the synthesis of several functionalized dibenzobarrelenes.

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