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153583

Sigma-Aldrich

1-(Trimethylsilyl)imidazole

96%

Sinônimo(s):

N-Trimethylsilylimidazole, TMSI, TSIM

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R$ 221,00
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5 ML
R$ 221,00
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R$ 753,00
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About This Item

Fórmula empírica (Notação de Hill):
C6H12N2Si
Número CAS:
18156-74-6
Peso molecular:
140.26
Beilstein:
606148
Número CE:
242-040-3
Número MDL:
MFCD00005280
Código UNSPSC:
12352005
ID de substância PubChem:
24849355
NACRES:
NA.22

R$ 221,00

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grau

synthesis grade

Nível de qualidade

200

Ensaio

96%

Formulário

liquid

índice de refração

n20/D 1.475 (lit.)

p.e.

93-94 °C/14 mmHg (lit.)

densidade

0.956 g/mL at 25 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

C[Si](C)(C)n1ccnc1

InChI

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

chave InChI

YKFRUJSEPGHZFJ-UHFFFAOYSA-N

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Aplicação

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

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Pictogramas

FlameExclamation mark
GHS02,GHS07

Palavra indicadora

Danger

Frases de perigo

H225,H302,H315,H319

Classificações de perigo

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

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

42.8 °F - closed cup

Ponto de fulgor (°C)

6 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
SDBB0828
STBK8588
SDBB1367
STBL2287
STBK3062

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Sigma-Aldrich

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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
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
Silylated N,O-ketals from the reaction of ketones with N-trimethylsilylimidazole.
P A Andrews et al.
Journal of chromatography, 419, 271-274 (1987-08-07)
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  1. How can I determine the shelf life / expiration / retest date of this product?

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    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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