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Merck
모든 사진(1)

주요 문서

748854

Sigma-Aldrich

Iodotrimethylsilane solution

1 M in dichloromethane

동의어(들):

Iodotrimethylsilane solution, TMS iodine, TMS-I, TMSI, Trimethyliodosilane

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크기 선택

100 ML
₩508,718

₩508,718


구입 가능 여부는 고객센터에 문의하십시오.

벌크 견적 요청

크기 선택

보기 변경
100 ML
₩508,718

About This Item

실험식(Hill 표기법):
C3H9ISi
Molecular Weight:
200.09
UNSPSC 코드:
12352101
NACRES:
NA.22

₩508,718


구입 가능 여부는 고객센터에 문의하십시오.

벌크 견적 요청

양식

liquid

Quality Level

농도

1 M in dichloromethane

refractive index

n20/D 1.433

density

1.334 g/mL at 25 °C

저장 온도

2-8°C

일반 설명

Iodotrimethylsilane [(CH3)3SiI] is an important and versatile organosilicon reagent with wide applications in organic synthesis. It is used as a neutral nucleophilic reagent, trimethylsilylating agent, Lewis acid catalyst, reducing agent and dehydrating agent in many organic reactions.[1]

애플리케이션

Iodotrimethylsilane can be used as:
  • A reagent in the hydroiodation of ynamides to yield the important building blocks (E)-α-iodoenamides.[2]
  • A reagent in the synthesis of (1-iodovinyl) arenes by hydroiodation of trimethylsilyl ethynylarenes.[3]

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

표적 기관

Central nervous system

보충제 위험성

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

-23.8 °F

Flash Point (°C)

-31 °C


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

One-step synthesis of (1-iodovinyl) arenes from trimethylsilyl ethynylarene through iodotrimethylsilane-mediated hydroiodation
Sato AH, et al.
Tetrahedron Letters, 53(28), 3585-3589 (2012)
Iodotrimethylsilane
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2005)
Regio-and stereospecific synthesis of (E)-α-iodoenamide moieties from ynamides through iodotrimethylsilane-mediated hydroiodation
Sato AH, et al.
Tetrahedron Letters, 54(10), 1309-1311 (2013)

질문

1–2 / 2 질문  
  1. What is known of the mechanism of reactions involving product 195529, Iodotrimethylsilane?

    1 답변
    1. The mechanism for cleavage of esters is described in PNAS, 75(1), 4-6 (1978).The authors go on to explain that the data do not support a previously published mechanism via a carbenium iodide.The paper also discusses the cleavage of ethers using iodotrimethylsilane. It appears that this is not as efficient as cleavage of esters, and a couple of mechanisms (pages 5 and 6) are proposed.Olah also described the cleavage of the phosphate esters in peptides that contain phosphate esters, using iodotrimethylsilane (Tetrahedron, 38, 2225 (1982)). The amide linkages in the peptide backbone are not cleaved.

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  2. What is the Department of Transportation shipping information for this product?

    1 답변
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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