Diisopropylchlorosilane Property

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

InChI

InChI=1S/C6H15ClSi/c1-5(2)8(7)6(3)4/h5-6,8H,1-4H3

InChIKey

CGXYLRTYLIHXEE-UHFFFAOYSA-N

SMILES

[SiH](Cl)(C(C)C)C(C)C

CAS DataBase Reference

2227-29-4(CAS DataBase Reference)

EPA Substance Registry System

Silane, chlorobis(1-methylethyl)- (2227-29-4)

Safety

Hazard Codes 

C

Risk Statements 

10-34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2986 8/PG 2

WGK Germany 

3

F 

10-21

TSCA 

Yes

HazardClass 

3.1

PackingGroup 

II

HS Code 

29319090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H226Flammable liquid and vapour

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Diisopropylchlorosilane Chemical Properties,Usage,Production

Physical properties

bp 150–153°C,bp 54–55°C/45 mmHg; d 0.872 gmL?1

Uses

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.

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].