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4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL, also known as TES benzyl alcohol, is a chemical compound that serves as a fundamental building block in organic synthesis. It is characterized by a benzyl alcohol group with an ethynyl group that is protected by a trimethylsilyl group attached to the benzyl carbon. The trimethylsilyl group acts as a protective agent for other functional groups in organic chemistry, allowing for versatile applications in various organic reactions.

275386-60-2

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275386-60-2 Usage

Uses

Used in Organic Synthesis:
4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL is used as a building block for introducing the ethynyl group into larger molecules, facilitating the synthesis of complex organic compounds.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL is used as a key intermediate for the development of new drugs, contributing to the creation of novel therapeutic agents.
Used in Agrochemical Synthesis:
4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL is utilized as a precursor in the synthesis of agrochemicals, aiding in the development of new pesticides and other agricultural chemicals.
Used in Fine Chemicals Synthesis:
In the production of fine chemicals, 4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL is used as a versatile intermediate, enabling the synthesis of high-quality specialty chemicals for various applications.
Used in Material Science:
4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL is employed as a reagent in material science for the development of new materials, playing a crucial role in advancing the field of material chemistry.
Used in Organic Reactions:
In the realm of organic reactions, 4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL is used as a reactant in processes such as Suzuki-Miyaura coupling and Sonogashira coupling, which are essential for the formation of carbon-carbon bonds in organic molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 275386-60-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,7,5,3,8 and 6 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 275386-60:
(8*2)+(7*7)+(6*5)+(5*3)+(4*8)+(3*6)+(2*6)+(1*0)=172
172 % 10 = 2
So 275386-60-2 is a valid CAS Registry Number.
InChI:InChI=1/C12H16OSi/c1-14(2,3)9-8-11-4-6-12(10-13)7-5-11/h4-7,13H,10H2,1-3H3

275386-60-2 Well-known Company Product Price

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  • Aldrich

  • (668273)  4-(Trimethylsilylethynyl)benzylalcohol  97%

  • 275386-60-2

  • 668273-1G

  • 500.76CNY

  • Detail
  • Aldrich

  • (668273)  4-(Trimethylsilylethynyl)benzylalcohol  97%

  • 275386-60-2

  • 668273-5G

  • 1,845.09CNY

  • Detail

275386-60-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name [4-(2-trimethylsilylethynyl)phenyl]methanol

1.2 Other means of identification

Product number -
Other names (4-Trimethylsilanylethynylphenyl)methanol

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:275386-60-2 SDS

275386-60-2Relevant academic research and scientific papers

Thermoresponsive helical poly(phenylacetylene)s

Li, Shu,Liu, Kun,Kuang, Guichao,Masuda, Toshio,Zhang, Afang

, p. 3288 - 3296 (2014)

Poly(phenylacetylene) (PPA) bearing dendritic oligo(ethylene glycol) (OEG) as pendants was synthesized, and its thermoresponsiveness and helical conformation were investigated. Despite the steric hindrance of the bulky pendants in the homopolymer PPA-OEG,

Electrochemical Single-Molecule Transistors with Optimized Gate Coupling

Osorio, Henrry M.,Catarelli, Samantha,Cea, Pilar,Gluyas, Josef B. G.,Hartl, Franti?ek,Higgins, Simon J.,Leary, Edmund,Low, Paul J.,Martín, Santiago,Nichols, Richard J.,Tory, Joanne,Ulstrup, Jens,Vezzoli, Andrea,Milan, David C.,Zeng, Qiang

, p. 14319 - 14328 (2015)

Electrochemical gating at the single molecule level of viologen molecular bridges in ionic liquids is examined. Contrary to previous data recorded in aqueous electrolytes, a clear and sharp peak in the single molecule conductance versus electrochemical potential data is obtained in ionic liquids. These data are rationalized in terms of a two-step electrochemical model for charge transport across the redox bridge. In this model the gate coupling in the ionic liquid is found to be fully effective with a modeled gate coupling parameter, ξ, of unity. This compares to a much lower gate coupling parameter of 0.2 for the equivalent aqueous gating system. This study shows that ionic liquids are far more effective media for gating the conductance of single molecules than either solid-state three-terminal platforms created using nanolithography, or aqueous media.

Iron-Catalyzed Tertiary Alkylation of Terminal Alkynes with 1,3-Diesters via a Functionalized Alkyl Radical

Tian, Ming-Qing,Shen, Zhen-Yao,Zhao, Xuefei,Walsh, Patrick J.,Hu, Xu-Hong

supporting information, p. 9706 - 9711 (2021/03/19)

Direct oxidative C(sp)?H/C(sp3)?H cross-coupling offers an ideal and environmentally benign protocol for C(sp)?C(sp3) bond formations. As such, reactivity and site-selectivity with respect to C(sp3)?H bond cleavage have remained a persistent challenge. Herein is reported a simple method for iron-catalyzed/silver-mediated tertiary alkylation of terminal alkynes with readily available and versatile 1,3-dicarbonyl compounds. The reaction is suitable for an array of substrates and proceeds in a highly selective manner even employing alkanes containing other tertiary, benzylic, and C(sp3)?H bonds alpha to heteroatoms. Elaboration of the products enables the synthesis of a series of versatile building blocks. Control experiments implicate the in situ generation of a tertiary carbon-centered radical species.

Synthesis of siRNAs incorporated with cationic peptides R8G7 and R8A7 and the effect of the modifications on siRNA properties

Honda, Kenji,Kajino, Ryohei,Kakisawa, Yuri,Maeda, Yusuke,Matsubara, Miho,Ozaki, Koki,Ueno, Yoshihito

, p. 34815 - 34824 (2020/10/12)

Small interfering RNA (siRNA) can be used as an innovative next-generation drug. However, there are several challenges in the therapeutic application of siRNAs, including their low cell membrane permeability. In this study, we designed and synthesized siR

Regio- A nd chemoselective deprotection of primary acetates by zirconium hydrides

Gavel, Marine,Courant, Thibaut,Joosten, Antoine Yvan Philippe,Lecourt, Thomas

supporting information, p. 1948 - 1952 (2019/04/10)

A combination of DIBAL-H and Cp2ZrCl2 is shown to promote the regioselective cleavage of primary acetates on a broad scope of substrates, ranging from carbohydrates to terpene derivatives, with a high tolerance toward protecting groups and numerous functionalities found in natural products and bioactive compounds. Apart from providing highly valuable building blocks in only two steps from biosourced raw materials, this selective de-O-acetylation should also be strongly helpful to solve selectivity issues in organic synthesis.

Triplet–Triplet Annihilation Upconversion for Photocatalytic Hydrogen Evolution

Yu, Tianjun,Liu, Yanpeng,Zeng, Yi,Chen, Jinping,Yang, Guoqiang,Li, Yi

supporting information, p. 16270 - 16276 (2019/11/14)

The solar generation of hydrogen by water splitting provides a promising path for renewable hydrogen production and solar energy storage. Upconversion of low-energy photons into high-energy photons constitutes a promising strategy to enhance the light harvesting efficiency of artificial hydrogen production systems. In the present study, upconversion micelles are integrated with Cd0.5Zn0.5S to construct solar energy conversion systems. The upconversion micelle is employed to upconvert red photons to cyan photons. Cd0.5Zn0.5S is sensitized by upconverted cyan light to produce hydrogen, but not by incident red light without triplet–triplet annihilation upconversion (TTA-UC). The performance of the upconversion photocatalytic system was dramatically affected by the concentration of Cd0.5Zn0.5S and the irradiation intensity. This novel system was able to produce about 2.3 μL hydrogen after 5 h of red light (629 nm) irradiation (2.4 mW cm?2). The present study provides a candidate for applications using low-energy photons for solar hydrogen generation.

Synthesis and biological evaluation of PF-543 derivative

Kim, Seon Woong,Lee, Taeho,Lee, Joo-Youn,Kim, Sanghee,Jun, Hee-Sook,Park, Eun-Young,Baek, Dong Jae

supporting information, p. 2 - 5 (2019/05/04)

PF-543 has been known as a substance that strongly inhibits SK1. However, it also exhibits antineoplastic activity that is lower than other inhibitors of SK1. In this study, we compared PF-543 and synthesized a newly designed derivative of PF-543 (compoun

APOPTOSIS INHIBITORS

-

Paragraph 0364, (2018/02/27)

The invention provides compounds that are inhibitors or covalent modifiers of succinate dehydrogenase subunit B (SDHB) and/or inhibitors of apoptosis, and pharmaceutically acceptable salts, hydrides and stereoisomers thereof. The compounds are employed in pharmaceutical compositions, and methods of making and use, including treating a person in need thereof with an effective amount of the compound or composition.

INDOLINONE DERIVATIVES AS INHIBITORS OF MATERNAL EMBRYONIC LEUCINE ZIPPER KINASE

-

Page/Page column 86, (2018/09/20)

The present disclosure relates to indolinone compounds, compositions, and methods for the inhibition of maternal embryonic leucine zipper kinase (MELK). The present disclosure further relates to indolinone compounds, compositions, and methods for the treatment or prevention of a cancer (for example, triple negative breast cancer).

Twisting of Alkynes towards a Carbon Double Helix

Adam, Abdulselam,Haberhauer, Gebhard

supporting information, p. 12190 - 12197 (2017/09/13)

The carbon allotrope exhibiting only one-dimensional sp-hybridized carbon atoms is called carbyne. However, its existence is very controversial. Studies on model compounds for carbyne revealed that many oligoalkynes show not a straight, but a bent structu

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