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2227-29-4

2227-29-4 Structure

2227-29-4 Structure
IdentificationMore
[Name]

DIISOPROPYLCHLOROSILANE
[CAS]

2227-29-4
[Synonyms]

CHLORODIISOPROPYLSILANE
DIISOPROPYLCHLOROSILANE
Silane, chlorobis(1-methylethyl)-
Diisopropylsilyl chloride
[Molecular Formula]

C6H15ClSi
[MDL Number]

MFCD00054896
[Molecular Weight]

150.72
[MOL File]

2227-29-4.mol
Chemical PropertiesBack Directory
[Boiling point ]

58-60 °C50 mm Hg(lit.)
[density ]

0.883 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.429(lit.)
[Fp ]

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 DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Corrosion (GHS05)
GHS02,GHS05
[Signal word ]

Danger
[Hazard statements ]

H226-H314
[Precautionary statements ]

P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
[Hazard Codes ]

C
[Risk Statements ]

R10:Flammable.
R34:Causes burns.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 2986 8/PG 2
[WGK Germany ]

3
[F ]

10-21
[TSCA ]

Yes
[HazardClass ]

3.1
[PackingGroup ]

II
[HS Code ]

29319090
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Flam. Liq. 3
Skin Corr. 1B
Hazard InformationBack Directory
[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.

[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.
[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.
[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].
Spectrum DetailBack Directory
[Spectrum Detail]

DIISOPROPYLCHLOROSILANE(2227-29-4)1HNMR
DIISOPROPYLCHLOROSILANE(2227-29-4)Raman
DIISOPROPYLCHLOROSILANE(2227-29-4)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

2227-29-4(sigmaaldrich)
[TCI AMERICA]

Chlorodiisopropylsilane,>95.0%(GC)(2227-29-4)
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