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Merck

153583

Sigma-Aldrich

1-(三甲基硅基)咪唑

96%

别名:

N-三甲基硅基咪唑, TMSI, 三甲基甲硅烷基咪唑

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5 ML
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$194.00
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$609.00

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5 ML
$64.90
25 ML
$194.00
100 ML
$609.00

About This Item

经验公式(希尔记法):
C6H12N2Si
CAS号:
分子量:
140.26
Beilstein:
606148
EC 号:
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

$64.90


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等级

synthesis grade

质量水平

方案

96%

表单

liquid

折射率

n20/D 1.475 (lit.)

沸点

93-94 °C/14 mmHg (lit.)

密度

0.956 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES字符串

C[Si](C)(C)n1ccnc1

InChI

1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3

InChI key

YKFRUJSEPGHZFJ-UHFFFAOYSA-N

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应用

1-(三甲基硅基)咪唑 (TMSI) 用于将碳水化合物衍生为三甲基硅醚 [1]。它也被用来合成多取代的手性螺环四氢吡喃 [2] 和作为硅烷化试剂,在胺官能团存在的情况下保护羟基。[3]
用于氨基官能团存在下保护羟基的硅烷化试剂。[3]

象形图

FlameExclamation mark

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

42.8 °F - closed cup

闪点(°C)

6 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Maiwenn Jacolot et al.
Organic letters, 14(1), 58-61 (2011-12-02)
We report a TMSI-promoted Prins cyclization reaction with ketones as carbonyl partners to prepare polysubstituted chiral spirotetrahydropyrans. In the presence of racemic 2-methylcyclohexanone a dynamic kinetic resolution occurred affording one stereoisomer. The observed enantiospecificity has been rationalized by DFT calculation.
Synthetic Communications, 23, 2191-2191 (1993)
Marijana M Ačanski et al.
Food chemistry, 145, 743-748 (2013-10-17)
Gas chromatography with mass spectrometry was used for carrying out a qualitative analysis of the ethanol soluble flour extract of different types of cereals bread wheat and spelt and pseudocereals (amaranth and buckwheat). TMSI (trimethylsilylimidazole) was used as a reagent
K M Höld et al.
Journal of analytical toxicology, 20(6), 345-349 (1996-10-01)
Stanozolol is an anabolic androgenic steroid occasionally abused by athletes. A sensitive, specific, and reproducible method for the quantitative determination of stanozolol in hair has been developed. After the addition of stanozolol-d3 as the internal standard, hair samples (10-25 mg)
Ian Paterson et al.
Angewandte Chemie (International ed. in English), 53(10), 2692-2695 (2014-02-01)
Leiodermatolide is an antimitotic macrolide isolated from the marine sponge Leiodermatium sp. whose potentially novel tubulin-targeting mechanism of action makes it an exciting lead for anticancer drug discovery. In pursuit of a sustainable supply, we report a highly stereocontrolled total

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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