Diisopropylchlorosilane
Synonym(s):Diisopropylchlorosilane
- CAS NO.:2227-29-4
- Empirical Formula: C6H15ClSi
- Molecular Weight: 150.72
- MDL number: MFCD00054896
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-27 20:28:15
What is Diisopropylchlorosilane?
Physical properties
bp 150–153°C,bp 54–55°C/45 mmHg; d 0.872 gmL?1
The Uses of Diisopropylchlorosilane
Intramolecular hydrosilylation is also possible within β-diisopropylsilyloxy esters (13), constituting an exceptionally mild method for reducing ester groups to the aldehyde oxidation level (eq 4).The derivatives (13) may be synthesized from β-hydroxy esters (12) as described above for the analogous ketones. Treatment with fluoride ions (but not Lewis acids) induces hydride transfer to give alkoxysiladioxanes (14) in excellent yields (≥95%). Although usually performed in dichloromethane, the hydrosilylation may also be accomplished with ethyl acetate as solvent, providing strong evidence for intramolecularity.
Preparation
obtained by reaction of trichlorosilane with isopropylmagnesium chloride;the original yield of 45% may be raised to 70–80% by employing conc hydrochloric acid to quench the reaction.
What are the applications of Application
Used in a silylation-reduction-allylation sequence of β-hydroxy esters to homoallylic-substituted 1,3-diols. Used in the silylation-hydrosilation-oxidation of allyl alcohols to 1,3-diols. Reaction carried out in diastereoselective manner. Reduces β-hydroxy ketones to anti-1,3 diols.
Purification Methods
Impurities can be readily detected by 1H NMR. Purify it by fractional distillation [Gilman & Clark J Am Chem Soc 69 1499 1947, Allen et al. J Chem Soc 3668 1957].
Properties of Diisopropylchlorosilane
Boiling point: | 58-60 °C50 mm Hg(lit.) |
Density | 0.883 g/mL at 25 °C(lit.) |
refractive index | n |
Flash point: | 72 °F |
storage temp. | Inert atmosphere,Room Temperature |
solubility | generally sol organic solvents; reacts with alcohols,
ammonia,and water. |
form | clear liquid |
color | Colorless to Almost colorless |
Specific Gravity | 0.883 |
Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents |
BRN | 2231355 |
CAS DataBase Reference | 2227-29-4(CAS DataBase Reference) |
EPA Substance Registry System | Silane, chlorobis(1-methylethyl)- (2227-29-4) |
Safety information for Diisopropylchlorosilane
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Corrosion Corrosives GHS05 |
GHS Hazard Statements |
H226: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 Diisopropylchlorosilane
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