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153583

Sigma-Aldrich

1-(Trimethylsilyl)imidazol

96%

Synonym(e):

N-Trimethylsilylimidazol, TMSI, TSIM

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5 ML
40,60 €
25 ML
121,00 €
100 ML
217,00 €

40,60 €

Versandbereit am16. April 2025Details

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5 ML
40,60 €
25 ML
121,00 €
100 ML
217,00 €

About This Item

Empirische Formel (Hill-System):
C6H12N2Si
CAS-Nummer:
18156-74-6
Molekulargewicht:
140.26
Beilstein:
606148
EG-Nummer:
242-040-3
MDL-Nummer:
MFCD00005280
UNSPSC-Code:
12352005
PubChem Substanz-ID:
24849355
NACRES:
NA.22

40,60 €

Versandbereit am16. April 2025Details

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Qualität

synthesis grade

Qualitätsniveau

200

Assay

96%

Form

liquid

Brechungsindex

n20/D 1.475 (lit.)

bp

93-94 °C/14 mmHg (lit.)

Dichte

0.956 g/mL at 25 °C (lit.)

Lagertemp.

2-8°C

SMILES String

C[Si](C)(C)n1ccnc1

InChI

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

InChIKey

YKFRUJSEPGHZFJ-UHFFFAOYSA-N

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Anwendung

Silylierungsmittel zum Schützen von Hydroxylfunktionen in der Gegenwart von Amino-Funktionalitäten.[1]
1-(Trimethylsilyl)imidazole (TMSI) was used for derivatization of carbohydrates into trimethylsilyl ethers[2]. It was also used to synthesize polysubstituted chiral spirotetrahydropyrans[3] and as silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.[1]

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Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

42.8 °F - closed cup

Flammpunkt (°C)

6 °C - closed cup

Persönliche Schutzausrüstung

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
SDBB0828
STBK8588
SDBB1367
STBL2287
STBK3062

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Die Dokumentenbibliothek aufrufen

Synthetic Communications, 23, 2191-2191 (1993)
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.
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
Qin Zhao et al.
Journal of chromatography. A, 1240, 45-51 (2012-04-24)
In the present work, we developed a novel dispersive microextraction technique by combining the advantages of liquid-phase microextraction (LPME) and magnetic solid-phase extraction (MSPE). In this method, trace amount of water directly absorbed on bare Fe₃O₄ to form water-coated Fe₃O₄
S Kulkarni et al.
Steroids, 53(1-2), 131-147 (1989-01-01)
The reaction of trimethylsilylimidazole (TSIM) and 3-keto-5,10-epoxy-nor-19-methylandrostanone 3 and its 17-acetate analog 4 was examined at two different temperatures. In both compounds, reaction at 90 degrees C gave predominantly a delta 3-silyl-enol ether plus a minor product as a result
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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 Antwort

    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 Antwort

    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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