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(Iodoethynyl)triisopropylsilane, with the molecular formula C11H21ISi, is a colorless liquid chemical compound that exhibits high reactivity. It is characterized by the presence of an iodoethynyl group, which includes both iodine and a carbon triple bond, and a triisopropylsilane group that offers stability and protection to the reactive iodine-ethynyl functionality. (iodoethynyl)triisopropylsilane is a key building block in the synthesis of various functionalized silanes and silicon-based materials, playing a pivotal role in the development of advanced materials and complex organic molecules.

160481-43-6

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160481-43-6 Usage

Uses

Used in Organic Synthesis:
(Iodoethynyl)triisopropylsilane is utilized as a building block for the synthesis of organosilicon compounds, contributing to the creation of a wide range of functionalized silanes and silicon-based materials. Its unique structure allows for versatile reactivity in chemical reactions, making it a valuable component in the development of new materials with specific properties.
Used in Advanced Material Development:
In the field of material science, (iodoethynyl)triisopropylsilane serves as a critical precursor in the preparation of advanced materials. Its ability to participate in various chemical reactions facilitates the synthesis of materials with tailored characteristics for specific applications, such as high-performance polymers, coatings, and electronic materials.
Used in Pharmaceutical Industry:
(Iodoethynyl)triisopropylsilane is employed as a reagent in the synthesis of complex organic molecules, including those with potential pharmaceutical applications. Its versatility in chemical reactions enables the creation of novel compounds with unique therapeutic properties, contributing to the discovery of new drugs and treatments.
Used in Chemical Research:
In academic and industrial research settings, (iodoethynyl)triisopropylsilane is used as a tool to explore new chemical reactions and mechanisms. Its reactivity and structural features make it an interesting subject for studies aimed at understanding and optimizing synthetic pathways, as well as for developing new methodologies in organic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 160481-43-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,0,4,8 and 1 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 160481-43:
(8*1)+(7*6)+(6*0)+(5*4)+(4*8)+(3*1)+(2*4)+(1*3)=116
116 % 10 = 6
So 160481-43-6 is a valid CAS Registry Number.

160481-43-6SDS

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 (iodoethynyl)triisopropylsilane

1.2 Other means of identification

Product number -
Other names iodo(triisopropylsilyl)acetylene

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:160481-43-6 SDS

160481-43-6Relevant academic research and scientific papers

Synthesis method of 1-iodo-alkyne compound

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Paragraph 0096-0099, (2021/01/24)

The invention discloses a synthetic method of a 1-iodo-alkyne compound. The preparation method comprises the following steps: in an aerobic environment, mixing terminal alkyne, soluble inorganic iodized salt, sodium phenylsulfinate or a derivative thereof

SYNTHESIS OF DISORAZOLES AND ANALOGS THEREOF AS POTENT ANTICANCER AGENTS

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Page/Page column 89; 103, (2019/01/11)

In one aspect, the present disclosure provides disorazole analogs of the formula: Formula (I) wherein the variables are as defined herein. In another aspect, the present disclosure also provides methods of preparing the compounds disclosed herein. In another aspect, the present disclosure also provides pharmaceutical compositions and methods of use of the compounds disclosed herein. Additionally, drug conjugates with cell targeting moieties of the compounds are also provided.

Total Syntheses of Disorazoles A1 and B1 and Full Structural Elucidation of Disorazole B1

Nicolaou,Bellavance, Gabriel,Buchman, Marek,Pulukuri, Kiran Kumar

supporting information, p. 15636 - 15639 (2017/11/14)

Described herein are the first total syntheses of naturally occurring antitumor agents disorazoles A1 and B1 and the full structural assignment of the latter. The syntheses were achieved through convergent strategies employing enantioselective constructions of the required building blocks, including a novel Sharpless epoxidation/enzymatic kinetic resolution of stannane-containing substrates that led selectively to both enantiomeric forms of an epoxy vinyl stannane, and a series of coupling reactions, including a Wittig reaction, a Suzuki coupling, a Stille coupling, a Yamaguchi esterification and a Yamaguchi macrolactonization.

Method for synthesizing 1-iodo-alkyne in high-selectivity manner

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Paragraph 0056-0058, (2017/08/30)

The invention belongs to the technical field of synthetic chemistry and particularly relates to a method for synthesizing 1-iodo-alkyne in a high-selectivity manner. The method is mild in reaction condition, controllable in reaction product, single in pro

Intramolecular palladium-catalyzed alkene carboalkynylation

Nicolai, Stefano,Swallow, Peter,Waser, Jerome

supporting information, p. 5959 - 5964 (2015/08/03)

Abstract Carbocycles are essential building blocks for the synthesis of natural and synthetic bioactive compounds. Herein, we report the first example of palladium-catalyzed intramolecular carboalkynylation of non-activated olefins. Using activated carbon

Room-Temperature Decarboxylative Alkynylation of Carboxylic Acids Using Photoredox Catalysis and EBX Reagents

Le Vaillant, Franck,Courant, Thibaut,Waser, Jerome

supporting information, p. 11200 - 11204 (2016/07/06)

Alkynes are used as building blocks in synthetic and medicinal chemistry, chemical biology, and materials science. Therefore, efficient methods for their synthesis are the subject of intensive research. Herein, we report the direct synthesis of alkynes fr

Gold-catalyzed regioselective synthesis of 2- and 3-alkynyl furans

Li, Yifan,Brand, Jonathan P.,Waser, Jerome

supporting information, p. 6743 - 6747 (2013/07/26)

Chemical Matching: C2- or C3-alkynylated furans were selectively synthesized by using gold catalysis. Direct C-H alkynylation of furans was achieved with C2 selectivity, and a domino cyclization/alkynylation process starting from allenes gave C3-alkynylat

Catalytic electrophilic halogenation of silyl-protected and terminal alkynes: Trapping gold(I) acetylides vs. a Bronsted acid-promoted reaction

Starkov, Pavel,Rota, Filippo,D'Oyley, Jarryl M.,Sheppard, Tom D.

supporting information, p. 3217 - 3224 (2013/01/15)

In the presence of a cationic gold(I) catalyst and N-halosuccinimide, both trimethylsilyl-protected and terminal alkynes are converted into alkynyl halides. Further experiments showed that silyl-protected alkynes undergo electrophilic iodination and bromination under Bronsted acid catalysis, whilst terminal alkynes require a cationic gold catalyst. The former reactions probably proceed via activation of the electrophile, whilst the latter reactions proceed via a gold(I) acetylide intermediate. Gold-catalysed halogenation was further combined with gold-catalysed hydration and subsequent annulation to provide convenient routes to iodomethyl ketones and five-membered aromatic heterocycles. Copyright

A palladium-catalyzed aminoalkynylation strategy towards bicyclic heterocycles: Synthesis of (±)-trachelanthamidine

Nicolai, Stefano,Piemontesi, Cyril,Waser, Jerome

supporting information; experimental part, p. 4680 - 4683 (2011/06/23)

Sweet cyclizations: The synthesis of pyrrolizidines and indolizidines has been achieved. Olefins were subjected to an intramolecular palladium-catalyzed aminoalkynylation with the hypervalent iodine reagent TIPS-EBX. After removal of the protecting group, a two-step cyclization sequence and subsequent reduction led to the natural product (±)-trachelanthamidine (see scheme; TIPS-EBX=triisopropylsilyl ethynylbenziodoxolone).

Pd(0)-catalyzed oxy- and aminoalkynylation of olefins for the synthesis of tetrahydrofurans and pyrrolidines

Nicolai, Stefano,Waser, Jerome

supporting information; experimental part, p. 6324 - 6327 (2012/01/13)

The first Pd(0)-catalyzed intramolecular oxy- and aminoalkynylation of nonactivated olefins is reported. The reaction gives access to important tetrahydrofuran and pyrrolidine heterocycles with high diastereoselectivity. The unique synthetic potential of acetylenes is further exploited to access key building blocks for the synthesis of bioactive natural products.

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