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4-((Trimethylsilyl)ethynyl)phenol, with the molecular formula C13H16OSi, is a phenolic compound that features a trimethylsilyl group and an ethynyl group. This unique structure endows it with a range of reactivity and applications in various fields, making it a valuable compound in organic synthesis and material science.

88075-18-7

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88075-18-7 Usage

Uses

Used in Organic Synthesis:
4-((Trimethylsilyl)ethynyl)phenol is utilized as a reagent in organic synthesis, leveraging its ethynyl and trimethylsilyl groups to facilitate a variety of chemical reactions. Its presence can enhance the reactivity and selectivity of the synthesis processes, leading to the formation of complex organic molecules.
Used in Pharmaceutical and Agrochemical Industries:
As a precursor, 4-((Trimethylsilyl)ethynyl)phenol is employed in the development of pharmaceutical and agrochemical products. Its versatile chemical structure allows for the creation of new compounds with potential therapeutic or pesticidal properties, contributing to the advancement of these industries.
Used in Electronic Materials Production:
4-((Trimethylsilyl)ethynyl)phenol is also used in the production of electronic materials. Its unique properties make it suitable for applications in semiconductors, sensors, and other electronic devices, where its chemical and physical characteristics can be harnessed for improved performance.
Used as a Building Block in Functional Materials Synthesis:
In the realm of material science, 4-((Trimethylsilyl)ethynyl)phenol serves as a building block for the synthesis of various functional materials. Its incorporation into these materials can impart new properties or enhance existing ones, broadening the scope of applications in areas such as nanotechnology, polymer science, and advanced materials development.

Check Digit Verification of cas no

The CAS Registry Mumber 88075-18-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,8,0,7 and 5 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 88075-18:
(7*8)+(6*8)+(5*0)+(4*7)+(3*5)+(2*1)+(1*8)=157
157 % 10 = 7
So 88075-18-7 is a valid CAS Registry Number.

88075-18-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(2-trimethylsilylethynyl)phenol

1.2 Other means of identification

Product number -
Other names 2-(4-hydroxyphenyl)-1-trimethylsilylacetylene

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:88075-18-7 SDS

88075-18-7Relevant academic research and scientific papers

Fluorescent Probes from Aromatic Polycyclic Nitrile Oxides: Isoxazoles versus Dihydro-1λ3,3,2λ4-Oxazaborinines

Moiola, Mattia,Bova, Antonio,Crespi, Stefano,Memeo, Misal G.,Mella, Mariella,Overkleeft, Herman S.,Florea, Bogdan I.,Quadrelli, Paolo

, p. 770 - 780 (2019)

Anthracenenitrile oxide undergoes 1,3-dipolar cycloaddition reaction with propargyl bromide affording the expected isoxazole as single regioisomer, suitably synthetically elaborated and functionalized with a protected triple bond. The introduction of a br

Synthesis and crosslinking reaction of polyacetylenes substituted with benzoxazine rings: Thermally highly stable benzoxazine resins

Goto, Masahide,Miyagi, Yu,Minami, Masaki,Sanda, Fumio

, p. 1884 - 1893 (2018)

Novel polyacetylenes, poly(1) and poly(2) substituted with benzoxazine rings were synthesized by the polymerization of the corresponding acetylene monomers 1 and 2 using Rh catalysts, [(nbd)RhCl]2, and (nbd)Rh+B–Ph4/

Nickel-Catalyzed Decarbonylative Cycloaddition of Benzofuran-2,3-diones with Alkynes to Flavones

Zhang, Yu-Yang,Li, Han,Jiang, Xiaoding,Subba Reddy, Chitreddy V,Liang, Hao,Zhang, Yaqi,Cao, Rihui,Sun, Raymond Wai-Yin,Tse, Man Kin,Qiu, Liqin

supporting information, p. 525 - 530 (2021/12/22)

Using dppe as the ligand, the Nickel-catalyzed decarbonylative cycloaddition of benzofuran-2,3-diones with alkynes was established, and a variety of functional flavones were synthesized in 65–99% yields. Terminal alkynes with substituted phenyl groups and internal alkynes such as aryl acyl acetylenes and diphenylacetylenes are suitable for this reaction. The effects of bases on the reactions of different types of alkyne substrates were also investigated and discussed. (Figure presented.).

CELL SURFACE RECEPTOR BINDING COMPOUNDS AND CONJUGATES

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Paragraph 001000-001001, (2021/07/17)

The present disclosure provides a class of compounds including a ligand moiety that specifically binds to a cell surface receptor, such as a mannose-6-phosphate receptor (M6PR) or a cell surface asialoglycoprotein receptor (ASGPR). The cell surface M6PR or ASGPR binding compounds can trigger the receptor to internalize into the cell a bound compound. The ligand moieties of this disclosure can be linked to a variety of moieties of interest without impacting the specific binding to, and function of, the cell surface receptor, e.g., M6PR or ASGPR. Also provided are compounds that are conjugates of the ligand moieties linked to a biomolecule, such as an antibody, which conjugates can harness cellular pathways to remove specific proteins of interest from the cell surface or from the extracellular milieu. Also provided are methods of using the conjugates to target a polypeptide of interest for sequestration and/or lysosomal degradation.

Influence of functional groups on the self-assembly of liquid crystals

Tan, Shanchao,Tao, Jiayu,Luo, Wendi,Jiang, Hao,Liu, Yuhong,Xu, Haijun,Zeng, Qingdao,Shi, Hongyu

supporting information, p. 1149 - 1152 (2020/10/12)

Functional groups in the molecule play an important role in the molecular organization process. To reveal the influence of functional groups on the self-assembly at interface, herein, the self-assembly structures of three liquid crystal molecules, which only differ in the functional groups, are explicitly characterized by using scanning tunneling microscopy (STM). The high-resolution STM images demonstrate the difference between the supramolecular assembly structures of three liquid crystal molecules, which attribute to the hydrogen bonding interaction and π-π stacking interaction between different functional groups. The density functional theory (DFT) results also confirm the influence of these functional groups on the self-assemblies. The effort on the self-assembly of liquid crystal molecules at interface could enhance the understanding of the supramolecular assembly mechanism and benefit the further application of liquid crystals.

Imidazolinium-based Multiblock Amphiphile as Transmembrane Anion Transporter

Mori, Miki,Sato, Kohei,Ekimoto, Toru,Okumura, Shinichi,Ikeguchi, Mitsunori,Tabata, Kazuhito V.,Noji, Hiroyuki,Kinbara, Kazushi

, p. 147 - 157 (2020/12/11)

Transmembrane anion transport is an important biological process in maintaining cellular functions. Thus, synthetic anion transporters are widely developed for their biological applications. Imidazolinium was introduced as anion recognition site to a multiblock amphiphilic structure that consists of octa(ethylene glycol) and aromatic units. Ion transport assay using halide-sensitive lucigenin and pH-sensitive 8-hydroxypyrene-1,3,6-trisulfonate (HPTS) revealed that imidazolinium-based multiblock amphiphile (IMA) transports anions and showed high selectivity for nitrate, which plays crucial roles in many biological events. Temperature-dependent ion transport assay using 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) indicated that IMA works as a mobile carrier. 1H NMR titration experiments indicated that the C2 proton of the imidazolinium ring recognizes anions via a (C?H)+???X? hydrogen bond. Furthermore, all-atom molecular dynamics simulations revealed a dynamic feature of IMA within the membranes during ion transportation.

A Bimetallic Metal–Organic Framework Encapsulated with DNAzyme for Intracellular Drug Synthesis and Self-Sufficient Gene Therapy

Wang, Zhao,Niu, Jingsheng,Zhao, Chuanqi,Wang, Xiaohui,Ren, Jinsong,Qu, Xiaogang

supporting information, p. 12431 - 12437 (2021/04/30)

Although chemotherapy is one of the most widely used cancer treatments, there are serious side effects, drug resistance, and secondary metastasis. To address these problems, herein we designed a bimetallic metal–organic framework (MOF) encapsulated with DNAzyme for co-triggered in situ cancer drug synthesis and DNAzyme-based gene therapy. Once in cancer cells, MOFs would disassemble and liberate copper ions, zinc ions, and DNAzyme under the acidic environment of lysosomes. Copper ions can catalyze the synthesis of the chemotherapeutic drug through copper-catalyzed azide–alkyne cycloaddition (CuAAC) reaction after being reduced to CuI; zinc ions act as the cofactor to activate the cleavage activity of DNAzyme. The anticancer drug is synthesized intracellularly and can kill cancer cells on site to minimize side effects to normal organisms. The activated DNAzyme starts gene therapy to inhibit tumor proliferation and metastasis by targeting and cleaving oncogene substrates.

Novel 1,2,3-triazole derivatives as mimics of steroidal system—synthesis, crystal structures determination, hirshfeld surfaces analysis and molecular docking

Biernacki, Karol,Ciupak, Olga,Da?ko, Mateusz,Demkowicz, Sebastian,Do??ga, Anna,Rachon, Janusz,Siedzielnik, Magdalena

, (2021/07/17)

Herein, we present the synthesis and crystal structures determination of five 4-(1-phenyl-1H-1,2,3-triazol-4-yl)phenol derivatives containing halogen atoms, 6a–e, which may be used as an excellent mimic of steroids in the drug development process. Good qu

BTK Inhibitors and uses thereof

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Paragraph 1526-131, (2020/05/02)

The invention discloses a bruton's tyrosine kinase (BTK) inhibitor and use thereof. Specifically, the invention provides heteroaromatic compounds or stereoisomers, geometrical isomers, tautomers, racemates, nitrogen oxides, hydrates, solvates, metabolites and pharmaceutically acceptable salts or prodrugs thereof, and pharmaceutical compositions containing the heteroaromatic compounds; the invention also discloses use of the heteroaromatic compounds or the pharmaceutical compositions containing the heteroaromatic compounds in preparation of medicines; the medicines can be used for treating autoimmune diseases, inflammatory diseases or proliferative diseases.

Dynamics of Hydrogen Bonding in Three-Component Nanorotors

Biswas, Pronay Kumar,Goswami, Abir,Saha, Suchismita,Schmittel, Michael

supporting information, p. 14095 - 14099 (2020/10/12)

The dynamics of hydrogen bonding do not only play an important role in many biochemical processes but also in Nature's multicomponent machines. Here, a three-component nanorotor is presented where both the self-assembly and rotational dynamics are guided by hydrogen bonding. In the rate-limiting step of the rotational exchange, two phenolic O-H–N,N(phenanthroline) hydrogen bonds are cleaved, a process that was followed by variable-temperature 1H NMR spectroscopy. Activation data (ΔG≠298=46.7 kJ mol?1 at 298 K, ΔH≠=55.3 kJ mol?1, and ΔS≠=28.8 J mol?1 K?1) were determined, furnishing a rotational exchange frequency of k298=40.0 kHz. Fully reversible disassembly/assembly of the nanorotor was achieved by addition of 5.0 equivalents of trifluoroacetic acid (TFA)/1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) over three cycles.

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