Diisopropylchlorosilane CAS 2227-29-4

Introduction:Basic information about Diisopropylchlorosilane CAS 2227-29-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Diisopropylchlorosilane Basic information

Product Name:Diisopropylchlorosilane
Synonyms:chloro(2,3-dimethylbutan-2-yl)silicon;Silane, chlorobis(1-methylethyl)-;CHLORODIISOPROPYLSILANE;DIISOPROPYLCHLOROSILANE;Diisopropylsilyl chloride;chloro-di(propan-2-yl)silicon;Chlorodiisopropylsilane >chlorobis(propan-2-yl)silane
CAS:2227-29-4
MF:C6H15ClSi
MW:150.72
EINECS:
Product Categories:Pharmaceutical Intermediates;Monochlorosilanes;Reduction;Si (Classes of Silicon Compounds);Si-Cl Compounds;Si-H Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry
Mol File:2227-29-4.mol

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.)
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 Gravity0.883
Hydrolytic Sensitivity8: reacts rapidly with moisture, water, protic solvents
BRN 2231355
InChIInChI=1S/C6H15ClSi/c1-5(2)8(7)6(3)4/h5-6,8H,1-4H3
InChIKeyCGXYLRTYLIHXEE-UHFFFAOYSA-N
SMILES[SiH](Cl)(C(C)C)C(C)C
CAS DataBase Reference2227-29-4(CAS DataBase Reference)
EPA Substance Registry SystemSilane, 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
10-21
TSCA TSCA listed
HazardClass 3.1
PackingGroup II
HS Code 29319090
Storage Class3 - Flammable liquids
Hazard ClassificationsFlam. Liq. 3
Skin Corr. 1B

Diisopropylchlorosilane Usage And Synthesis

Physical propertiesbp 150–153°C,bp 54–55°C/45 mmHg;d 0.872 gmL?1
UsesIntramolecularhydrosilylation is also possible within β-diisopropylsilyloxyesters (13), constituting an exceptionally mild method for reducingester groups to the aldehyde oxidation level (eq 4).The derivatives(13) may be synthesized from β-hydroxy esters (12) as describedabove for the analogous ketones. Treatment with fluorideions (but not Lewis acids) induces hydride transfer to givealkoxysiladioxanes (14) in excellent yields (≥95%). Althoughusually performed in dichloromethane, the hydrosilylation mayalso be accomplished with ethyl acetate as solvent, providingstrong evidence for intramolecularity.
ApplicationUsed 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.
Preparationobtained by reaction of trichlorosilane withisopropylmagnesium chloride;the original yield of 45% maybe raised to 70–80% by employing conc hydrochloric acid toquench the reaction.
Purification MethodsImpurities 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 Preparation Products And Raw materials

Raw materialsDIISOPROPYLSILANE-->ISOPROPYLMAGNESIUM BROMIDE-->2-Chloropropane-->ISOPROPYLMAGNESIUM CHLORIDE
Preparation ProductsDIISOPROPYLSILYL BIS(TRIFLUOROMETHANESULFONATE)
Diisopropylamine CAS 108-18-9
DILAURIN CAS 27638-00-2
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