Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

18156-74-6 - 1-(Trimethylsilyl)imidazole, 97% - TMSIM - A12512 - Alfa Aesar

A12512 1-(Trimethylsilyl)imidazole, 97%

CAS Number
18156-74-6
Synonyms
TMSIM

Size Price ($) Quantity Availability
5g 15.97
50g 72.00
100g 134.93
250g 287.37
Add to Cart Add to Quote Request View Item

1-(Trimethylsilyl)imidazole, 97%

MDL
MFCD00005280
EINECS
242-040-3

Chemical Properties

Formula
C6H12N2Si
Formula Weight
140.26
Melting point
-42°
Boiling Point
212°
Flash Point
18°(64°F)
Density
0.956
Refractive Index
1.4765
Sensitivity
Moisture Sensitive
Solubility
Miscible with most common organic solvents. It decomposes in water.

Applications

1-(Trimethylsilyl)imidazole acts as a silylating agent for alcohols, carbohydrates and 1,3-dicarbonyl compounds. It is a derivatization reagent used for selective silylation of hydroxyl groups and carboxylic acid without affecting the amino group. It employed as an intermediate for the synthesis of imidazole derivatives. It plays an essential role to synthesize polysubstituted chiral spirotetrahydropyrans. It is also used in the quantification of pintol after derivatization by gas chromatography/ mass spectrometry.

Notes

Moisture and light sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents and strong acids.

Literature References

Powerful silylating agent (see Appendix 4) for a wide range of functional groups. O-Silylation in the presence of TBAF (0.02 equiv.) occurs under very mild conditions: Tetrahedron Lett., 35, 8409 (1994).

Acanski, M. M.; Vujic, D. N. Comparing sugar components of cereal and pseudocereal flour by GC-MS analysis. Food Chem. 2014, 145, 743-748.

Bu, J.; Rhee, H.-K. Silylation of Ti-MCM-41 by trimethylsilyl-imidazole and its effect on the olefin epoxidation with aqueous H2O2. Catal. Lett. 2000, 66 (4), 245-249.

Jacolot, M.; Jean, M.; Levoin, N.; Weghe, P. The Prins Reaction Using Ketones: Rationalization and Application toward the Synthesis of the Portentol Skeleton. Org. Lett. 2012, 14 (1), 58-61.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H315-H319-H335

Highly flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P261-P280-P240-P303+P361+P353-P305+P351+P338-P304+P340-P362-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
606148
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
Yes
RTECS
NI8700000

Recommended

  • L08164

    Tetra-n-butylammonium hydroxide, 1.0M in methanol
  • A13651

    Chlorotrimethylsilane, 98+%
  • A11391

    Pyridine-2-carboxaldehyde, 99%
  • A11830

    Glycerol tributyrate, 98%
  • A12033

    N,O-Bis(trimethylsilyl)trifluoroacetamide, 98+%

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware