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Thermo Scientific Chemicals
Trimethylsilyl isocyanate, 94%
CAS: 1118-02-1 | C4H9NOSi | 115.21 g/mol
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Catalog number A12633.09
also known as A12633-09
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Quantity:
10 g
Chemical Identifiers
CAS1118-02-1
IUPAC Nameisocyanatotrimethylsilane
Molecular FormulaC4H9NOSi
InChI KeyNIZHERJWXFHGGU-UHFFFAOYSA-N
SMILESC[Si](C)(C)N=C=O
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Specifications
Specification Sheet
Specification SheetRefractive Index1.3925-1.3995 @ 20?C
FormLiquid
Appearance (Color)Clear to turbid colorless
Identification (FTIR)Conforms
Assay (GC)≥92.5%
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
Miscible with ethers and o-dichlorobenzene.
Notes
Moisture sensitive. Incompatible with strong oxidizing agents, acids, strong bases, alcohols and amines.
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.
Solubility
Miscible with ethers and o-dichlorobenzene.
Notes
Moisture sensitive. Incompatible with strong oxidizing agents, acids, strong bases, alcohols and amines.
RUO – Research Use Only
General 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.