DIMETHYLTHEXYLSILYL CHLORIDE

DIMETHYLTHEXYLSILYL CHLORIDE Basic information
Product Name:DIMETHYLTHEXYLSILYL CHLORIDE
Synonyms:Chlorodimethyl(1,1,2-trimethylpropyl)silane Dimethylthexylsilyl Chloride;n-diMethylhexylchlorosilane;Dimethyl(1,1,2-trimethylpropyl)silyl chloride;Chloro(dimethyl)thexylsilane(Dimethylthexylsilyl chloride、TDSCI);TDSCI;THEXYLDIMETHYLCHLOROSILANE;THEXYLDIMETHYLSILYL CHLORIDE;DIMETHYL-THEXYLCHLOROSILANE
CAS:67373-56-2
MF:C8H19ClSi
MW:178.77
EINECS:629-449-6
Product Categories:
Mol File:67373-56-2.mol
DIMETHYLTHEXYLSILYL CHLORIDE Structure
DIMETHYLTHEXYLSILYL CHLORIDE Chemical Properties
Melting point 15 °C
Boiling point 55-56 °C10 mm Hg(lit.)
density 0.909 g/mL at 25 °C(lit.)
refractive index n20/D 1.449(lit.)
Fp 125 °F
storage temp. Sealed in dry,2-8°C
solubility sol in THF, DMF, CH2Cl2.
form clear liquid
color Colorless to Almost colorless
Specific Gravity0.911
Hydrolytic Sensitivity8: reacts rapidly with moisture, water, protic solvents
Sensitive Moisture Sensitive
BRN 3647960
InChIKeyKIGALSBMRYYLFJ-UHFFFAOYSA-N
CAS DataBase Reference67373-56-2(CAS DataBase Reference)
Safety Information
Hazard Codes C
Risk Statements 10-34-37
Safety Statements 26-36/37/39-45
RIDADR UN 2986 8/PG 2
WGK Germany 3
10-21
TSCA No
HazardClass 8
PackingGroup II
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
DIMETHYLTHEXYLSILYL CHLORIDE Usage And Synthesis
Chemical Propertiesclear colorless to almost colorless liquid
Physical propertiesmp 14–15 °C; bp 55–56 °C/10 mmHg; d 0.909 g cm?3.
UsesSilylating reagent for the protection of 1? and 2? alcohols and N-silylation of amines and amides; used in the preparation of thexyldimethylsilyl triflate; formation of α-silyl hydrazones; formylation of polyfluoroalkyl halides. Thexyldimethylsilyl chloride (TDS-Cl) was first introduced as a more easily prepared alternative to the more commonly used t-butyldimethylsilyl chloride for the protection of alcohols.
UsesProtecting reagent for alcohols and other functional groups. Employed in the synthesis of silicon naphthocyanine and cyclodextrin derivatives, which are useful as antitumor dyes and chiral stationary phases, respectively.
PreparationTo a mixture of dimethylchlorosilane (10 mL, 92 mmol) and AlCl3 (0.680 g, 5 mmol) at 25°Cwas added 2,3-dimethyl-2-butene (11 mL, 91 mmol). After stirring for 4 h at ambient temperature, the mixture was filtered and distilled to yield 15.2 g of TDS-Cl (93%).
Purification MethodsPurify it by fractional distillation and store it in small aliquots in sealed ampoules. It is very sensitive to moisture and is estimated by dissolving an aliquot in excess of 0.1M NaOH and titrating with 0.1M HCl using methyl red as indicator [Szabó et al. Helv Chim Acta 67 2128 1984].
DIMETHYLTHEXYLSILYL CHLORIDE Preparation Products And Raw materials
(-)-camphanyldimethylchlorosilane CHLOROMETHYLPHENYLSILANE T-BUTYLDIMETHYLSILANE Chlorodimethylphenylsilane 3-CYANOPROPYLMETHYLDICHLOROSILANE Chloro(chloromethyl)dimethylsilane DIMETHYLISOPROPYLSILANE Chlorodimethylsilane tert-Butyldimethylsilyl chloride Chlorodimethyloctadecylsilane Chlorotrimethylsilane 1H,1H,2H,2H-PERFLUOROOCTYLDIMETHYLCHLOROSILANE ALLYLDIMETHYLCHLOROSILANE N-BUTYLDIMETHYLCHLOROSILANE ISOPROPYLDIMETHYLCHLOROSILANE Chlorodimethylpentafluorophenylsilane CHLORODIMETHYLISOBUTYLSILANE CHLOROSILANE

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