Chlorotrimethylsilane
SIAL/92360 - puriss., ≥99.0% (GC)
Synonym: TMCS; Trimethylchlorosilane; Trimethylsilyl chloride
CAS Number: 75-77-4
Empirical Formula (Hill Notation): C3H9ClSi
Molecular Weight: 108.64
EC Number: 200-900-5
MDL Number: MFCD00000502
Linear Formula: (CH3)3SiCl
Product Type: Chemical
| assay | ≥99.0% (GC) |
| autoignition temp. | 752 °F |
| bp | 57 °C (lit.) |
| density | 0.856 g/mL at 25 °C (lit.) |
| expl. lim. | 6.4 % |
| form | liquid |
| grade | puriss. |
| InChI | 1S/C3H9ClSi/c1-5(2,3)4/h1 |
| InChI key | IJOOHPMOJXWVHK-UHFFFAOYSA |
| mp | −40 °C (lit.) |
| Quality Level | 200  |
| refractive index | n |
| SMILES string | C[Si](C)(C)Cl |
| vapor density | 3.7 (vs air) |
| vapor pressure | 100 mmHg ( 25 °C) |
| Application: | • Chlorotrimethylsilane can be a non-toxic alternative to mercuric chloride as activator in samarium-promoted cyclopropanation of both allylic and α-allenic alcohols. • It can be used in combination with hexamethyldisilazane for the protection of alcohols by forming trimethylsilyl ethers via silylation. • It is employed in chloromethylation of polysulfones (PSUs). • It activates lithium hydride to convert it into a hydride source for the reductive silylation of carbonyl compounds. • Chlorotrimethylsilane/lithium bromide forms an effective reagent for the conversion of alcohols to bromides. • Chlorotrimethylsilane/sodium iodide in acetonitrile is a better alternative to iodotrimethylsilane for the cleavage of esters, lactones, carbamates, and ethers. It can also be used for the conversion of alcohols to iodides. • Chlorotrimethylsilane along with silver or ammonium nitrate forms an efficient regioselective nitrating reagent for the ipso-nitration of arylboronic acids to form the corresponding nitroarenes. • Chlorotrimethylsilane along with sodium nitrite or nitrate can be used for deoximation reactions. |
| General description: | Chlorotrimethylsilane is a chloro-organosilane compound mainly used for silylation reactions. |
| Other Notes: | Silylating agent |
| Symbol |    GHS02,GHS05,GHS06 |
| Signal word | Danger |
| Hazard statements | H225 - H301 + H331 - H312 - H314 |
| Precautionary statements | P210 - P233 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
| Hazard Codes | F,C |
| Risk Statements | 11-14-20/21/22-35-37 |
| Safety Statements | 7/9-16-26-36/37/39-45 |
| RIDADR | UN1298 - class 3 - PG 2 - Trimethylchlorosilane |
| WGK Germany | WGK 1 |
| Flash Point(F) | -18.4 °F - closed cup |
| Flash Point(C) | -28 °C - closed cup |
| Supplemental Hazard Statements | EUH014 |
| Purity | ≥99.0% (GC) |
| bp | 57 °C (lit.) |
| mp | −40 °C (lit.) |
| Density | 0.856 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| UNSPSC | 12352101 |