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153583

Sigma-Aldrich

1-(trimetilsilil)imidazolo

96%

Sinonimo/i:

N-trimetilsililimidazolo, TMSI, TSIM

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About This Item

Formula empirica (notazione di Hill):
C6H12N2Si
Numero CAS:
18156-74-6
Peso molecolare:
140.26
Beilstein:
606148
Numero CE:
242-040-3
Numero MDL:
MFCD00005280
Codice UNSPSC:
12352005
ID PubChem:
24849355
NACRES:
NA.22

Grado

synthesis grade

Saggio

96%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.475 (lit.)

P. eboll.

93-94 °C/14 mmHg (lit.)

Densità

0.956 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

C[Si](C)(C)n1ccnc1

InChI

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

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Applicazioni

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

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Pittogrammi

FlameExclamation mark
GHS02,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H225,H315,H319,H335

Classi di pericolo

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

42.8 °F - closed cup

Punto d’infiammabilità (°C)

6 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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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)
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