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HomeProduct name listDiisopropylchlorosilane

Diisopropylchlorosilane

Synonym(s):Diisopropylchlorosilane

Diisopropylchlorosilane Structural

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.Reactions of DIISOPROPYLCHLOROSILANE

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  n20/D 1.429(lit.)
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)
ghs
Flame
Flammables
GHS02
ghs
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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