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18163-47-8

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18163-47-8 Usage

Physical properties

bp 96 °C, 55 °C/20 mmHg; n20 D 1.5110; d 1.46 g cm?3, fp 48°C.

Uses

Different sources of media describe the Uses of 18163-47-8 differently. You can refer to the following data:
1. (Iodoethynyl)trimethylsilane is widely used as alkyne coupling reagent predominantly used in conjunction with organocopper species or palladium catalysis.(Iodoethynyl)trimethylsilane has been largely confined to aryl- and vinylcopper coupling, where it serves well since the reverse procedure, i.e. coupling with alkynylcopper reagents, is not straightforward due to the lack of reactivity of alkynyl moieties bound to copper.
2. 1-Iodo-2-(trimethylsilyl)acetylene may be used to investigate the reactivity of diamagnetic cobalt(I) complex, Tol-BDI((2-pp)2)Co [Tol-BDI((2-pp)2)H = 2-(4-tolyl)-1,3-bis(2-isopropylpyridyl)propenediimine]. It may be used for the synthesis of 1-(4-trimethylsilanylbuta-1,3-diynyl)pyrene, via Pd-coupling with 1-iodo-2-trimethylsilylacetylene.

Preparation

All involve iodination of trimethylsilylacetylenes. Direct iodination of metalated (lithium or magnesium) trimethylsilylacetylene has been largely supplanted due to the modest yields obtained. Utilizing trimethylsilylacetylene and bis(trimethylsilyl) peroxide in the presence of copper(I) iodide gives good yields. Substituting zinc iodide requires using the lithium acetylide. Copper(I) iodide (0.05 equiv.) in the presence of iodine, sodium carbonate, and a phase-transfer catalyst gives good yields without having to use n-butyllithium or a Grignard reagent to first deprotonate the trimethylsilylacetylene. The most popular procedure uses bis(trimethylsilyl)acetylene, treating it with iodine monochloride in dichloromethane at 25°Cto obtain excellent yields of (iodoethynyl)trimethylsilane.

Check Digit Verification of cas no

The CAS Registry Mumber 18163-47-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,1,6 and 3 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 18163-47:
(7*1)+(6*8)+(5*1)+(4*6)+(3*3)+(2*4)+(1*7)=108
108 % 10 = 8
So 18163-47-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H9ISi/c1-7(2,3)5-4-6/h1-3H3

18163-47-8 Well-known Company Product Price

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  • Alfa Aesar

  • (H53375)  1-Iodo-2-(trimethylsilyl)acetylene, 97%   

  • 18163-47-8

  • 1g

  • 374.0CNY

  • Detail
  • Alfa Aesar

  • (H53375)  1-Iodo-2-(trimethylsilyl)acetylene, 97%   

  • 18163-47-8

  • 5g

  • 1403.0CNY

  • Detail
  • Alfa Aesar

  • (H53375)  1-Iodo-2-(trimethylsilyl)acetylene, 97%   

  • 18163-47-8

  • 25g

  • 5609.0CNY

  • Detail
  • Aldrich

  • (414670)  1-Iodo-2-(trimethylsilyl)acetylene  97%

  • 18163-47-8

  • 414670-1G

  • 339.30CNY

  • Detail

18163-47-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-iodoethynyl(trimethyl)silane

1.2 Other means of identification

Product number -
Other names iodo-1 trimethylsilyl-2 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:18163-47-8 SDS

18163-47-8Relevant articles and documents

Copper(I)- and Phase Transfer-Catalysed Iodination of Terminal Alkynes

Jeffery, Tuyet

, p. 909 - 910 (1988)

A convenient synthesis of 1-iodoalk-1-ynes is reported, involving cooper(I)-catalysed iodination of terminal alkynes with molecular iodine under solid-liquid phase-transfer conditions.

SIRT1 Receptor agonists and drugs containing same

-

Paragraph 0110-0111; 0116; 0144-0145; 0147, (2021/10/13)

The present invention belongs to the field of medicaments or nutraceutical products, and specifically relates to a compound represented by the following general formula (I), or an enantiomer, diastereomer, salt, ester, prodrug, solvate, or solvate of a salt thereof, wherein R1, R2, and R3 are as defined in the specification of the present invention. The compound prepared by the present invention brings about an effect of activating Sirt1, and can be used as a potential Sirt1 agonist. By using a hyperuricemia animal model, the compound of the present invention is found to bring about an effect of significantly lowering the level of uric acid in the body, and can be used as a potential medicament for lowering the level of uric acid or treating gout.

Synthesis and reactions of a new 1,1-disubstituted cyclopentadiene

Camps, Pelayo,Gómez, Tània

scheme or table, p. 128 - 139 (2011/05/12)

The synthesis and several synthetic transformations of methyl 1-benzylcyclopenta-2,4-diene-1-carboxylate are described. ARKAT USA, Inc.

An alkynyliodide cycloaddition strategy for the construction of iodoisoxazoles

Crossley, James A.,Browne, Duncan L.

supporting information; scheme or table, p. 5414 - 5416 (2010/10/04)

(Figure presented) The thermally promoted cycloaddition between alkynyliodides and nitrile oxides is reported. The process offers excellent regioselectivity and a broad scope with respect to both the iodoalkynes and chloro-oximes. Further functionalization of the highly decorated iodoisoxazole motifs can be achieved via Suzuki cross-coupling.

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