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2-METHYL-6-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE is an organosilicon compound characterized by a phenyl ring with a trifluoromethanesulfonate group and a trimethylsilyl group attached at the 2-methyl position. It is recognized for its utility as a reagent in organic synthesis, particularly due to the trifluoromethanesulfonate group acting as an effective leaving group and the trimethylsilyl group facilitating silyl group transfer reactions.

556812-44-3

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556812-44-3 Usage

Uses

Used in Organic Synthesis:
2-METHYL-6-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE is used as a reagent for its role in various organic synthesis reactions, capitalizing on the trifluoromethanesulfonate group's propensity to act as a good leaving group, which is crucial for numerous chemical transformations.
Used as a Protective Group in Organic Synthesis:
In the pharmaceutical and chemical industries, 2-METHYL-6-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE serves as a protective group for alcohols and amines, enabling selective functionalization of other molecular sites. This selective protection is vital for complex molecule synthesis where specific chemical handles are required.
Used in Silyl Group Transfer Reactions:
2-METHYL-6-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE is utilized in reactions that involve the transfer of silyl groups, taking advantage of the trimethylsilyl group's reactivity. This feature is particularly beneficial in the synthesis of complex organic molecules where silyl group transfer can enhance the reaction's efficiency or yield.
Overall, 2-METHYL-6-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE is a versatile chemical reagent in the field of organic synthesis, valued for its ability to participate in a range of reactions and its role in the selective protection and modification of organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 556812-44-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,5,6,8,1 and 2 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 556812-44:
(8*5)+(7*5)+(6*6)+(5*8)+(4*1)+(3*2)+(2*4)+(1*4)=173
173 % 10 = 3
So 556812-44-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H15F3O3SSi/c1-8-6-5-7-9(19(2,3)4)10(8)17-18(15,16)11(12,13)14/h5-7H,1-4H3

556812-44-3 Well-known Company Product Price

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  • TCI America

  • (M1883)  2-Methyl-6-(trimethylsilyl)phenyl Trifluoromethanesulfonate  >96.0%(GC)

  • 556812-44-3

  • 1g

  • 895.00CNY

  • Detail
  • TCI America

  • (M1883)  2-Methyl-6-(trimethylsilyl)phenyl Trifluoromethanesulfonate  >96.0%(GC)

  • 556812-44-3

  • 5g

  • 2,980.00CNY

  • Detail

556812-44-3SDS

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 (2-methyl-6-trimethylsilylphenyl) trifluoromethanesulfonate

1.2 Other means of identification

Product number -
Other names M1883

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:556812-44-3 SDS

556812-44-3Downstream Products

556812-44-3Relevant academic research and scientific papers

ESTER COMPOUND

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Paragraph 0332; 0336-0339; 0349-0352, (2022/04/06)

This ester compound is represented by formula (1) [wherein R1 to R24 are each independently a hydrogen atom, a halogen atom, a hydrocarbon group, or a heteroatom-containing hydrocarbon group; R1 to R10, R23, and R24 may be bonded to each other to form a ring, and adjacent substituents may be directly bonded to form a multiple bond; R11 to R24 may be bonded to each other to form a ring, and adjacent substituents may be bonded to each other to form a multiple bond; at least two, as a pair, of R1 to R24 are bonded to each other to form a ring structure; n2 to n5 each independently indicate an integer of 0-2; n1 and n6 each independently indicate 0 or 1; and L1 and L2 are each independently a hydrocarbon group or a heteroatom-containing hydrocarbon group].

Cobalt- and Nickel-Catalyzed Carboxylation of Alkenyl and Sterically Hindered Aryl Triflates Utilizing CO2

Nogi, Keisuke,Fujihara, Tetsuaki,Terao, Jun,Tsuji, Yasushi

, p. 11618 - 11623 (2015/12/01)

A highly efficient cobalt-catalyzed reductive carboxylation reaction of alkenyl trifluoromethanesulfonates (triflates) has been developed. By employing Mn powder as a reducing reagent under 1 atm pressure of CO2 at room temperature, diverse alkenyl triflates can be converted to the corresponding α,β-unsaturated carboxylic acids. Moreover, the carboxylation of sterically hindered aryl triflates proceeds smoothly in the presence of a nickel or cobalt catalyst.

Reductive cyclization of bromoenynamides with alcohols as hydride source: Synthesis and reactions of 2-amidodienes

Greenaway, Rebecca L.,Campbell, Craig D.,Chapman, Helen A.,Anderson, Edward A.

supporting information, p. 3187 - 3194 (2013/01/15)

Under basic conditions in alcoholic solvents, bromoenynamides undergo palladium-catalyzed cyclization to cyclic 2-amidodienes in good to excellent yields. This process represents the first use of an alcohol as a hydride source in an alkyne carbopalladation/termination sequence, with the site selectivity of the reduction showing a strong dependence on the tethering ring size (5-8), and the nature of the alcohol and base. Reaction of the dienes with a range of dienophiles (including alkenes, alkynes and arynes) under various conditions gives bi- and tricyclic azacycles, which can be further oxidized to the aromatic azacycles. Copyright

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