Diisopropylchlorosilane Chemical Properties

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 Information

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

MSDS

• Language:English Provider:SigmaAldrich

Diisopropylchlorosilane Usage And Synthesis

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].

Diisopropylchlorosilane(2227-29-4)Related Product Information

• tert-Butylchlorodiphenylsilane
• Dichloromethane
• N-OCTYLDIISOPROPYLCHLOROSILANE
• DI-TERT-BUTYLDICHLOROSILANE
• 1,3-DICHLORO-1,1,3,3-TETRAISOPROPYLDISILOXANE
• DIISOPROPYLCHLOROSILANE
• Triisopropylsilyl chloride
• 1,1,3,3-TETRACYCLOPENTYLDICHLORODISILOXANE
• DI-TERT-BUTYLCHLOROSILANE
• 3-CYANOPROPYLDIISOPROPYLCHLOROSILANE
• DI-T-BUTYLMETHYLCHLOROSILANE
• DIISOPROPYLDICHLOROSILANE
• BIPHENYLDIISOPROPYLSILYL CHLORIDE
• PHENETHYLDIISOPROPYLCHLOROSILANE
• Dicyclopentyldichlorosilane
• DICYCLOHEXYLDICHLOROSILANE
• PHENYLETHENYLDIISOPROPYLCHLOROSILANE
• DICYCLOHEXYLMETHYLCHLOROSILANE