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1118-02-1 - Trimethylsilyl isocyanate, 94% - A12633 - Alfa Aesar

A12633 Trimethylsilyl isocyanate, 94%

CAS Number
1118-02-1
Synonyms

Size Price ($) Quantity Availability
10g 74.57
50g 295.61
250g 980.80
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Trimethylsilyl isocyanate, 94%

MDL
MFCD00001993
EINECS
214-256-8

Chemical Properties

Formula
C4H9NOSi
Formula Weight
115.21
Melting point
-49°
Boiling Point
90-92°
Flash Point
-2°(28°F)
Density
0.859
Refractive Index
1.3960
Sensitivity
Moisture Sensitive
Solubility
Miscible with ethers and o-dichlorobenzene.

Applications

Trimethylsilyl isocyanate is used in the preparation of 1-unsubstituted 4-(dialkylamino) imidazolin-2-ones. It finds application in the carbamoylation of aromatic hydrocarbons and alcohols. It is also used in the preparation of primary amides from Grignard reagents. Further, it is used in the synthesis of cyclic imides. It is also utilized for the synthesis of trifluoroacetyl isocyanate and cyclic imides. In addition to this, it is employed in the conversion of isocyanates to carbodiimides using cyclopentadienyl Mn(CO)<sub>3</sub> catalysis.

Notes

Moisture sensitive. Incompatible with strong oxidizing agents, acids, strong bases, alcohols and amines.

Literature References

Convenient protected form of "HNCO". For reactions of isocyanates, see Appendix 3. Reaction with Grignard reagents leads to primary carboxamides: Tetrahedron Lett., 981 (1975).

Eriksson, J.; Kooij, R. V.; Schuit, R. C.; Froklage, F. E.; Reijneveld, J. C.; Hendrikse, N. H.; Windhorst, A. D. Synthesis of [3-N-11C-methyl]temozolomide via in situ activation of 3-N-hydroxymethyl temozolomide and alkylation with [11C]methyl iodide. J. Labelled Comp. Radiopharm. 2015, 58 (3), 122-126.

Iwata, Y.; Ando, K.; Taniguchi, K.; Koba, N.; Sugiura, A.; Sudo, M. Identification of a highly potent and selective CB2 agonist, RQ-00202730, for the treatment of irritable bowel syndrome. Bioorg. Med. Chem. Lett. 2015, 25 (2), 236-240.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H330-H315-H319-H335-H334

Highly flammable liquid and vapour. Fatal if inhaled. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. May cause allergy or asthma symptoms or breathing difficulties if inhaled.

Precautionary Statements: P210-P260-P284-P285-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear respiratory protection. In case of inadequate ventilation wear respiratory protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1744962
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
Yes

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