isocyanatotrimethylsilane

• ChemBase ID: 150896
• Molecular Formular: C4H9NOSi
• Molecular Mass: 115.20586
• Monoisotopic Mass: 115.04534045
• SMILES: C[Si](C)(C)N=C=O
• Canonical SMILES: O=C=N[Si](C)(C)C
• InChI: InChI=1S/C4H9NOSi/c1-7(2,3)5-4-6/h1-3H3
• InChIKey: NIZHERJWXFHGGU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: isocyanatotrimethylsilane
• IUPAC Traditional name: isocyanatotrimethylsilane
• Synonyms: Isocyanatotrimethylsilane; (Trimethylsilyl)isocyanate; Trimethylsilyl isocyanate; 异氰酸三甲基硅酯; 三甲基硅基异氰酸酯; 三甲硅烷基异氰酸酯

Database IDs

• CAS Number: 1118-02-1
• EC Number: 214-256-8
• MDL Number: MFCD00001993
• Beilstein Number: 1744962
• PubChem SID: 162245056; 24855227; 24889718
• PubChem CID: 70696

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2439
• LogD (pH = 7.4): 1.2439
• Log P: 1.2439
• Molar Refractivity: 24.9818 cm^3
• Polarizability: 11.55376 Å^3
• Polar Surface Area: 29.43 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -49°C
• Boiling Point: 90-92 °C(lit.); 90-92°C
• Flash Point: -2°C(28°F); 23 °F; -5 °C
• Density: 0.851 g/mL at 25 °C(lit.); 0.859
• Refractive Index: 1.3960; n20/D 1.396(lit.); n20/D 1.397

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 2478; UN2478
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-23-36/37/38-42; 11-23-36/37-42
• Safety Statements: 23-26-36/37/39-45; 9-16-23-26-36/37-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H319-H331-H334-H335; H225-H330-H315-H319-H335-H334
• GHS Precautionary statements: P210-P261-P305 + P351 + P338-P311; P210-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2478 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (GC); 85%; 94%
• Grade: technical
• Impurities: <15% hexamethyldisiloxane
• Linear Formula: (CH3)3SiNCO

DETAILS

Sigma Aldrich - 252646

Application
Conversion of isocyanates to carbodiimides with cyclopentadienyl Fe(CO)2 or -Mn(CO)3 catalysis.1
For the carbamoylation of aromatic hydrocarbons and alcohols.
Packaging
1, 5, 25 g in glass bottle

Sigma Aldrich - 92760

Caution
may become turbid on storage
Other Notes
Versatile reactive organic isocyanate; preparation of primary amines from Grignard reagents or from organo-lithiums1,2

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).