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A12633 Trimethylsilyl isocyanate, 94%

CAS Number
1118-02-1
Synonyms

Stock No. Size Price ($) Quantity Availability
A12633-09 10g 79.10
A12633-18 50g 314.00
A12633-30 250g 1313.00
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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
Storage & Sensitivity
Store at -20°C. Moisture Sensitive. May form a Precipitate. Store under Nitrogen.
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)3 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-H315-H319-H331-H334-H335

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

Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P261-P264b-P271-P280-P285-P303+P361+P353-P304+P340-P305+P351+P338-P311-P332+P313-P337+P313-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face 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. Call a POISON CENTER or doctor/physician. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

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

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