Iodotrimethylsilane
Synonym(s):TMIS;Trimethyliodosilane
- CAS NO.:16029-98-4
- Empirical Formula: C3H9ISi
- Molecular Weight: 200.09
- MDL number: MFCD00001028
- EINECS: 240-171-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-05-11 09:02:14
What is Iodotrimethylsilane?
The Uses of Iodotrimethylsilane
Iodotrimethylsilane is used for the introduction of trimethylsilyl group in organic synthesis. It is also useful for gas chromatography analysis by converting alcohol into a silyl ether derivative, thereby making it more volatile than the original molecule.
The Uses of Iodotrimethylsilane
To a solution of the SM (0.16 g, 0.39 mmol) in CHCl3 (3.0 mL) was added dropwise TMSI (93 mg, 0.46 mmol) at RT. The reaction mixture was stirred at RT overnight. The mixture was concentrated in vacuo and the resulting residue was dissolved in H2O (10 mL) and acidified with 1N HCl to pH ~3. The aq layer was extracted with EtOAc (3 x 30 mL). The aq layer was then basified with 5% aq Na2CO3 to pH ~9, and was extracted with 3:1 CHCl3/IPA (3 x 30 mL). The combined organics were washed with brine (3 x 30 mL), dried (Na2SO4), and concentrated to provide the product as a brown syrup. [100 mg, 83%]
What are the applications of Application
Iodotrimethylsilane is An efficient reagent for ether, ester, carbamate, ketal, and lactone cleavage.
Properties of Iodotrimethylsilane
Melting point: | <0°C |
Boiling point: | 106 °C(lit.) |
Density | 1.406 g/mL at 25 °C(lit.) |
Flash point: | −25 °F |
storage temp. | -20°C |
solubility | reacts |
form | Liquid |
appearance | Colorless liquid |
color | Clear colorless to reddish |
Water Solubility | reacts |
Sensitive | Moisture & Light Sensitive |
Safety information for Iodotrimethylsilane
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Corrosion Corrosives GHS05 |
GHS Hazard Statements |
H225:Flammable liquids H314:Skin corrosion/irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Iodotrimethylsilane
InChIKey | CSRZQMIRAZTJOY-UHFFFAOYSA-N |
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